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(R)-Glycidyl butyrate, also known as (2R)-2-Oxiranylmethyl Ester Butanoic Acid, is a colorless to light yellow liquid with versatile applications across various industries. It is a reagent used in the synthesis of glycidol and serves as a stabilizer in the manufacturing of vinyl polymers. Its chemical properties make it a valuable intermediate in the synthesis of glycerol, glycidyl ethers, and amines.

60456-26-0

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60456-26-0 Usage

Uses

Used in Chemical Synthesis:
(R)-Glycidyl butyrate is used as a reagent for the synthesis of glycidol, which is an important compound in the production of various chemicals and materials.
Used in Polymer Manufacturing:
(R)-Glycidyl butyrate is used as a stabilizer in the manufacturing of vinyl polymers, enhancing the stability and quality of the final product.
Used in the Synthesis of Glycerol, Glycidyl Ethers, and Amines:
(R)-Glycidyl butyrate serves as an intermediate in the synthesis of glycerol, glycidyl ethers, and amines, which are essential components in various industrial applications.
Used in the Oil Industry:
(R)-Glycidyl butyrate is used as an additive for oil, improving the performance and quality of the oil products.
Used in Synthetic Hydraulic Fluids:
(R)-Glycidyl butyrate is used as an additive for synthetic hydraulic fluids, enhancing their properties and performance in various applications.
Used in Epoxy Resin Production:
(R)-Glycidyl butyrate is used as a diluent in the production of epoxy resins, which are widely used in coatings, adhesives, and composite materials.

Check Digit Verification of cas no

The CAS Registry Mumber 60456-26-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,0,4,5 and 6 respectively; the second part has 2 digits, 2 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 60456-26:
(7*6)+(6*0)+(5*4)+(4*5)+(3*6)+(2*2)+(1*6)=110
110 % 10 = 0
So 60456-26-0 is a valid CAS Registry Number.
InChI:InChI=1/C7H12O3/c1-2-3-7(8)10-5-6-4-9-6/h6H,2-5H2,1H3/t6-/m0/s1

60456-26-0 Well-known Company Product Price

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  • (Code)Product description
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  • TCI America

  • (G0282)  (R)-Glycidyl Butyrate  >98.0%(GC)

  • 60456-26-0

  • 5g

  • 590.00CNY

  • Detail
  • TCI America

  • (G0282)  (R)-Glycidyl Butyrate  >98.0%(GC)

  • 60456-26-0

  • 25g

  • 1,890.00CNY

  • Detail
  • Alfa Aesar

  • (L18557)  (R)-(-)-Glycidyl butyrate, 98%   

  • 60456-26-0

  • 1g

  • 266.0CNY

  • Detail
  • Alfa Aesar

  • (L18557)  (R)-(-)-Glycidyl butyrate, 98%   

  • 60456-26-0

  • 5g

  • 835.0CNY

  • Detail
  • Aldrich

  • (338125)  (R)-(−)-Glycidylbutyrate  96%

  • 60456-26-0

  • 338125-5G

  • 593.19CNY

  • Detail

60456-26-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name (R)-(-)-Glycidyl butyrate

1.2 Other means of identification

Product number -
Other names [(2R)-oxiran-2-yl]methyl butanoate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:60456-26-0 SDS

60456-26-0Synthetic route

butyric acid-3-chloro-(S)-2-hydroxy-propyl ester
890051-54-4

butyric acid-3-chloro-(S)-2-hydroxy-propyl ester

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

Conditions
ConditionsYield
With sodium hydroxide for 12h; Reflux;90%
With potassium phosphate; [(S,S)-(salen)Co(II)]2*Al(NO3)3 In various solvent(s) at 20℃;40%
With potassium tert-butylate In 1,2-dichloro-ethane at 0℃; for 1h;72.0 %Chromat.
butyryl chloride
141-75-3

butyryl chloride

(S)-oxiranemethanol
60456-23-7

(S)-oxiranemethanol

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

Conditions
ConditionsYield
With calcium oxide In 2-methyltetrahydrofuran at 20℃; for 6h; Green chemistry; chemoselective reaction;89%
(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

A

1-sn-monobutyroylglycerol
5309-42-2

1-sn-monobutyroylglycerol

B

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

C

(S)-2,3-dihydroxypropyl butyrate
126254-87-3

(S)-2,3-dihydroxypropyl butyrate

Conditions
ConditionsYield
With [(S,S)-N,N’-bis(3,5-di-tertbutylsalicylidene)-1,2-cyclohexanediaminato(2-)]cobalt(II); air; acetic acid In tetrahydrofuran at 0 - 20℃;A n/a
B 46%
C n/a
(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

A

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

B

(S)-2,3-dihydroxypropyl butyrate
126254-87-3

(S)-2,3-dihydroxypropyl butyrate

Conditions
ConditionsYield
With [(S,S)-N,N’-bis(3,5-di-tertbutylsalicylidene)-1,2-cyclohexanediaminato(2-)]cobalt(II); air; acetic acid In tetrahydrofuran at 0 - 20℃;A 46%
B n/a
(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

A

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

B

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

Conditions
ConditionsYield
With sodium phosphate buffer; 25 kDa lipase-like enzyme immobilized on DEAE-Sepharose In 1,4-dioxane; water at 25℃; for 10h; pH=7.00;A n/a
B 45%
With thermomyces lanuginosa In 1,4-dioxane; aq. phosphate buffer at 30℃; for 2h; pH=7; Temperature; Resolution of racemate; Enzymatic reaction;A n/a
B n/a
(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

A

butyric acid-3-chloro-(S)-2-hydroxy-propyl ester
890051-54-4

butyric acid-3-chloro-(S)-2-hydroxy-propyl ester

B

butyric acid-3-chloro-(R)-2-hydroxy-propyl ester
890051-57-7

butyric acid-3-chloro-(R)-2-hydroxy-propyl ester

C

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

D

(S)-glycidyl butyrate
65031-96-1

(S)-glycidyl butyrate

Conditions
ConditionsYield
With hydrogenchloride; (R,R)-[Co(salen)]2*GaCl3 In diethyl ether at 0 - 4℃; for 4h;A 45%
B n/a
C n/a
D 43%
(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

A

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

B

(S)-2,3-dihydroxypropyl butyrate
126254-87-3

(S)-2,3-dihydroxypropyl butyrate

C

(S)-glycidyl butyrate
65031-96-1

(S)-glycidyl butyrate

Conditions
ConditionsYield
With (acetao)(aqua)(S,S)-N,N′-bis(3,5-di-tert-butylsalicylidene-1,2-cyclohexanediamino)-cobalt(III); water In tetrahydrofuran at 0℃; for 12h; Jacobsen rearrangement; optical yield given as %ee;A 40%
B n/a
C n/a
(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

A

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

B

(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

C

(S)-oxiranemethanol
60456-23-7

(S)-oxiranemethanol

Conditions
ConditionsYield
With Rhizopus oryzae lipase on dextran sulfate coated Sepabeads In water at 25℃; pH=7; Enzymatic reaction; Title compound not separated from byproducts;
butanoic acid anhydride
106-31-0

butanoic acid anhydride

(S)-oxiranemethanol
60456-23-7

(S)-oxiranemethanol

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

Conditions
ConditionsYield
With triethylamine; dmap In dichloromethane at 0 - 20℃; for 1h; Product distribution / selectivity;n/a
vinyl n-butyrate
123-20-6

vinyl n-butyrate

(S)-oxiranemethanol
60456-23-7

(S)-oxiranemethanol

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

Conditions
ConditionsYield
With Rhizopus oryzae lipase/polystyrene fibers at 35℃; for 1h; Kinetics;
(+/-)-glycidyl butyrate
2461-40-7

(+/-)-glycidyl butyrate

A

1-sn-monobutyroylglycerol
5309-42-2

1-sn-monobutyroylglycerol

B

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

C

(S)-glycidyl butyrate
65031-96-1

(S)-glycidyl butyrate

Conditions
ConditionsYield
With 4CF3O3S(1-)*Co(3+)*Y(3+)*C36H52N2O2(2-); water In neat (no solvent) at 20℃; for 12h; Overall yield = 19 %; enantioselective reaction;A n/a
B n/a
C n/a
4-(methylthio)phenyl isocyanate
1632-84-4

4-(methylthio)phenyl isocyanate

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

(R)-<3-<4-(methylthio)phenyl>-2-oxo-5-oxazolidinyl>methyl butyrate
121373-23-7

(R)-<3-<4-(methylthio)phenyl>-2-oxo-5-oxazolidinyl>methyl butyrate

Conditions
ConditionsYield
With Tributylphosphine oxide; lithium bromide In xylene for 2h; Heating;100%
(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

2,6-diaminopurine
1904-98-9

2,6-diaminopurine

Butyric acid (R)-3-(2,6-diamino-purin-9-yl)-2-hydroxy-propyl ester

Butyric acid (R)-3-(2,6-diamino-purin-9-yl)-2-hydroxy-propyl ester

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 100℃; for 4h;100%
(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

4-(2-fluoro-4-isothiocyanato-phenyl)-morpholine

4-(2-fluoro-4-isothiocyanato-phenyl)-morpholine

(R)-3-(3-Fluoro-4-morpholin-4-yl-phenyl)-5-hydroxymethyl-oxazolidine-2-thione
760983-13-9

(R)-3-(3-Fluoro-4-morpholin-4-yl-phenyl)-5-hydroxymethyl-oxazolidine-2-thione

Conditions
ConditionsYield
Stage #1: (R)-glycidyl butyrate; 4-(2-fluoro-4-isothiocyanato-phenyl)-morpholine With Triphenylphosphine oxide; lithium bromide In xylene at 110 - 115℃; for 1h;
Stage #2: With sodium methylate In methanol at 26 - 28℃; for 2h; Further stages.;
100%
carbon monoxide
201230-82-2

carbon monoxide

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

(R)-4-(butyroxymethyl)-2-propiolactone

(R)-4-(butyroxymethyl)-2-propiolactone

Conditions
ConditionsYield
With chromium(III) octaethylporphyrinato tetracarbonylcobaltate at 40℃; under 46543.3 Torr; for 6h;100%
benzyl (5-iodopyridin-2-yl)carbamate

benzyl (5-iodopyridin-2-yl)carbamate

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

(R)-5-(hydroxymethyl)-3-(5-iodopyridin-2-yl)oxazolidin-2-one

(R)-5-(hydroxymethyl)-3-(5-iodopyridin-2-yl)oxazolidin-2-one

Conditions
ConditionsYield
Stage #1: benzyl (5-iodopyridin-2-yl)carbamate With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 1.33333h; Inert atmosphere;
Stage #2: (R)-glycidyl butyrate In tetrahydrofuran at -78℃; for 1h; Inert atmosphere;
99%
benzyl (3-((tert-butyldimethylsilyl)oxy)-4-methoxyphenyl)carbamate

benzyl (3-((tert-butyldimethylsilyl)oxy)-4-methoxyphenyl)carbamate

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

(R)-3-(3-((tert-butyldimethylsilyl)oxy)-4-methoxyphenyl)-5-(hydroxymethyl)oxazolidin-2-one

(R)-3-(3-((tert-butyldimethylsilyl)oxy)-4-methoxyphenyl)-5-(hydroxymethyl)oxazolidin-2-one

Conditions
ConditionsYield
Stage #1: benzyl (3-((tert-butyldimethylsilyl)oxy)-4-methoxyphenyl)carbamate With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 1.33333h; Inert atmosphere;
Stage #2: (R)-glycidyl butyrate In tetrahydrofuran at -78℃; for 1h; Inert atmosphere;
98%
2-[4-[[(benzyloxy)carbonyl]amino]-2-fluorophenyl]-hexahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane]
1395322-89-0

2-[4-[[(benzyloxy)carbonyl]amino]-2-fluorophenyl]-hexahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane]

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

(5R)-3-(3-fluoro-4-(tetrahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane]-2(3H)-yl)phenyl)-5-(hydroxymethyl)oxazolidin-2-one
1395322-90-3

(5R)-3-(3-fluoro-4-(tetrahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane]-2(3H)-yl)phenyl)-5-(hydroxymethyl)oxazolidin-2-one

Conditions
ConditionsYield
Stage #1: 2-[4-[[(benzyloxy)carbonyl]amino]-2-fluorophenyl]-hexahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane] With n-butyllithium In tetrahydrofuran at -78℃; for 1h;
Stage #2: (R)-glycidyl butyrate In tetrahydrofuran at -78 - 20℃; for 12.5h;
Stage #3: With water; ammonium chloride In tetrahydrofuran
97%
1-(4-benzyloxycarbonylamino-phenyl)-3-aza-bicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl ester
1259556-26-7

1-(4-benzyloxycarbonylamino-phenyl)-3-aza-bicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl ester

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

1-[(4-(5R)-hydroxymethyl-2-oxo-oxazolidin-3-yl)-phenyl]-3-aza-bicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl ester

1-[(4-(5R)-hydroxymethyl-2-oxo-oxazolidin-3-yl)-phenyl]-3-aza-bicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
Stage #1: 1-(4-benzyloxycarbonylamino-phenyl)-3-aza-bicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl ester With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere;
Stage #2: (R)-glycidyl butyrate In tetrahydrofuran; hexane at -78 - 20℃;
Stage #3: With ammonium chloride In tetrahydrofuran; hexane
96%
1-(4-benzyloxycarbonylamino-phenyl)-3-aza-bicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl ester
1259556-26-7

1-(4-benzyloxycarbonylamino-phenyl)-3-aza-bicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl ester

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

1-[4-((5R)-hydroxymethyl-2-oxooxazolidin-3-yl)phenyl]-3-azabicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl ester
1259556-27-8

1-[4-((5R)-hydroxymethyl-2-oxooxazolidin-3-yl)phenyl]-3-azabicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
Stage #1: 1-(4-benzyloxycarbonylamino-phenyl)-3-aza-bicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl ester With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere;
Stage #2: (R)-glycidyl butyrate In tetrahydrofuran; hexane at -78 - 20℃;
96%
N-phenyl methyl carbamate
2603-10-3

N-phenyl methyl carbamate

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

(R)-5-(hydroxymethyl)-3-phenyl-2-oxooxazolidine
87508-42-7

(R)-5-(hydroxymethyl)-3-phenyl-2-oxooxazolidine

Conditions
ConditionsYield
Stage #1: N-phenyl methyl carbamate With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1.63333h;
Stage #2: (R)-glycidyl butyrate In tetrahydrofuran; hexane at -78 - 20℃; for 22.1h;
95%
benzyl (4-((tert-butyldimethylsilyl)oxy)-3-fluorophenyl)carbamate

benzyl (4-((tert-butyldimethylsilyl)oxy)-3-fluorophenyl)carbamate

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

C16H24FNO4Si

C16H24FNO4Si

Conditions
ConditionsYield
Stage #1: benzyl (4-((tert-butyldimethylsilyl)oxy)-3-fluorophenyl)carbamate With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 1.33333h; Inert atmosphere;
Stage #2: (R)-glycidyl butyrate In tetrahydrofuran at -78℃; for 1h; Inert atmosphere;
94%
5-(4-benzyloxycarbonylamino-2-fluorophenyl)[1,2,5]triazepane-1,2-dicarboxylic acid 1-benzyl ester 2-tert-butyl ester
1443005-33-1

5-(4-benzyloxycarbonylamino-2-fluorophenyl)[1,2,5]triazepane-1,2-dicarboxylic acid 1-benzyl ester 2-tert-butyl ester

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

5(R)-(hydroxymethyl)-3-(3-fluoro-4-(1-(benzyloxycarbonyl)-2-(tert-butoxycarbonyl)[1,2,5]triazepan-5-yl)phenyl)oxazolidin-2-one
952150-17-3

5(R)-(hydroxymethyl)-3-(3-fluoro-4-(1-(benzyloxycarbonyl)-2-(tert-butoxycarbonyl)[1,2,5]triazepan-5-yl)phenyl)oxazolidin-2-one

Conditions
ConditionsYield
Stage #1: 5-(4-benzyloxycarbonylamino-2-fluorophenyl)[1,2,5]triazepane-1,2-dicarboxylic acid 1-benzyl ester 2-tert-butyl ester With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.166667h; Inert atmosphere;
Stage #2: (R)-glycidyl butyrate In tetrahydrofuran; hexane at -78 - 20℃; for 23.1667h; Inert atmosphere;
93%
(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

[4-(5,7-dihydro-pyrrolo[3,4-b]pyridin-6-yl)-3-fluoro-phenyl]-carbamic acid benzyl ester
344460-43-1

[4-(5,7-dihydro-pyrrolo[3,4-b]pyridin-6-yl)-3-fluoro-phenyl]-carbamic acid benzyl ester

(5R)-3-[4-(5,7-Dihydro-6H-pyrrolo[3,4-b]pyridin-6-yl)-3-fluorophenyl]-5-(hydroxymethyl)-2-oxazolidinone
344459-52-5

(5R)-3-[4-(5,7-Dihydro-6H-pyrrolo[3,4-b]pyridin-6-yl)-3-fluorophenyl]-5-(hydroxymethyl)-2-oxazolidinone

Conditions
ConditionsYield
Stage #1: [4-(5,7-dihydro-pyrrolo[3,4-b]pyridin-6-yl)-3-fluoro-phenyl]-carbamic acid benzyl ester With n-butyllithium In tetrahydrofuran at -78℃;
Stage #2: (R)-glycidyl butyrate In tetrahydrofuran at -78 - 20℃;
92%
Stage #1: [4-(5,7-dihydro-pyrrolo[3,4-b]pyridin-6-yl)-3-fluoro-phenyl]-carbamic acid benzyl ester With n-butyllithium In tetrahydrofuran
Stage #2: (R)-glycidyl butyrate In tetrahydrofuran at -78 - 20℃;
(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

(5-oxo-5,6,7,8-tetrahydro-naphthalen-2-yl)-carbamic acid benzyl ester
164149-25-1

(5-oxo-5,6,7,8-tetrahydro-naphthalen-2-yl)-carbamic acid benzyl ester

(R)-5-hydroxymethyl-3-(5-oxo-5,6,7,8-tetrahydro-naphthalen-2-yl)-oxazolidin-2-one
741721-20-0

(R)-5-hydroxymethyl-3-(5-oxo-5,6,7,8-tetrahydro-naphthalen-2-yl)-oxazolidin-2-one

Conditions
ConditionsYield
Stage #1: (5-oxo-5,6,7,8-tetrahydro-naphthalen-2-yl)-carbamic acid benzyl ester With lithium hexamethyldisilazane In tetrahydrofuran at -70℃; for 1h;
Stage #2: (R)-glycidyl butyrate In tetrahydrofuran at -70 - 20℃;
92%
(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

N-benzyloxycarbonyl-3-fluoro-4-(4-phenylpiperazinyl)aniline
556801-41-3

N-benzyloxycarbonyl-3-fluoro-4-(4-phenylpiperazinyl)aniline

(R)-[N-3-(3'-fluoro-4'-(4
465520-07-4

(R)-[N-3-(3'-fluoro-4'-(4"-phenylpiperazinyl)phenyl)-2-oxo-5-oxazolidinyl]methanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride; n-butyllithium In tetrahydrofuran; hexane at -61 - 95℃; for 1h; Inert atmosphere;90.86%
Stage #1: N-benzyloxycarbonyl-3-fluoro-4-(4-phenylpiperazinyl)aniline With n-butyllithium In tetrahydrofuran at -78℃; for 1.33333h; Inert atmosphere;
Stage #2: (R)-glycidyl butyrate In tetrahydrofuran at -78 - 20℃;
77.21%
Stage #1: N-benzyloxycarbonyl-3-fluoro-4-(4-phenylpiperazinyl)aniline With n-butyllithium In tetrahydrofuran at -78℃; for 1.33333h; Inert atmosphere;
Stage #2: (R)-glycidyl butyrate In tetrahydrofuran at -78 - 20℃; for 17h;
77.21%
Stage #1: N-benzyloxycarbonyl-3-fluoro-4-(4-phenylpiperazinyl)aniline With n-butyllithium In tetrahydrofuran; hexane at -78℃;
Stage #2: (R)-glycidyl butyrate In tetrahydrofuran; hexane at -78 - 20℃;
(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

2,2-dimethyl-propionic acid 4-(4-benzyloxycarbonylamino-2-fluoro-phenoxy)-piperidin-1-yl ester

2,2-dimethyl-propionic acid 4-(4-benzyloxycarbonylamino-2-fluoro-phenoxy)-piperidin-1-yl ester

2,2-Dimethyl-propionic acid 4-[2-fluoro-4-((R)-5-hydroxymethyl-2-oxo-oxazolidin-3-yl)-phenoxy]-piperidin-1-yl ester

2,2-Dimethyl-propionic acid 4-[2-fluoro-4-((R)-5-hydroxymethyl-2-oxo-oxazolidin-3-yl)-phenoxy]-piperidin-1-yl ester

Conditions
ConditionsYield
Stage #1: 2,2-dimethyl-propionic acid 4-(4-benzyloxycarbonylamino-2-fluoro-phenoxy)-piperidin-1-yl ester With n-butyllithium at -78℃;
Stage #2: (R)-glycidyl butyrate at -78 - 20℃;
90%
benzyl [4-(2-oxopyrrolidin-1-yl)phenyl]carbamate
348626-48-2

benzyl [4-(2-oxopyrrolidin-1-yl)phenyl]carbamate

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

(5R)-5-(hydroxymethyl)-3-[4-(2-oxopyrrolidin-1-yl)phenyl]-1,3-oxazolidin-2-one
348626-49-3

(5R)-5-(hydroxymethyl)-3-[4-(2-oxopyrrolidin-1-yl)phenyl]-1,3-oxazolidin-2-one

Conditions
ConditionsYield
Stage #1: benzyl [4-(2-oxopyrrolidin-1-yl)phenyl]carbamate With n-butyllithium; i-Amyl alcohol In tetrahydrofuran; hexane at -78℃; for 0.166667h;
Stage #2: (R)-glycidyl butyrate In tetrahydrofuran; hexane at -78 - 20℃;
90%
With n-butyllithium In tetrahydrofuran; diethyl ether; hexane; water
C14H12BrNO3

C14H12BrNO3

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

(R)-3-(4-bromo-3-hydroxyphenyl)-5-(hydroxymethyl)oxazolidin-2-one

(R)-3-(4-bromo-3-hydroxyphenyl)-5-(hydroxymethyl)oxazolidin-2-one

Conditions
ConditionsYield
Stage #1: C14H12BrNO3 With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 1.33333h; Inert atmosphere;
Stage #2: (R)-glycidyl butyrate In tetrahydrofuran at -78℃; for 1h; Inert atmosphere;
90%
C26H37FN2O3Si
1097722-43-4

C26H37FN2O3Si

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

C22H35FN2O4Si
1097722-44-5

C22H35FN2O4Si

Conditions
ConditionsYield
Stage #1: C26H37FN2O3Si With n-butyllithium In tetrahydrofuran at -78℃;
Stage #2: (R)-glycidyl butyrate In tetrahydrofuran at -78 - 25℃;
89%
(4-benzyloxy-3-fluorophenyl)carbamic acid benzyl ester
790703-40-1

(4-benzyloxy-3-fluorophenyl)carbamic acid benzyl ester

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

(R)-3-(4-benzyloxy-3-fluoro-phenyl)-5-(hydroxymethyl)-oxazolidin-2-one
790703-49-0

(R)-3-(4-benzyloxy-3-fluoro-phenyl)-5-(hydroxymethyl)-oxazolidin-2-one

Conditions
ConditionsYield
Stage #1: (4-benzyloxy-3-fluorophenyl)carbamic acid benzyl ester With lithium hexamethyldisilazane In tetrahydrofuran; hexane at 20℃; for 1h;
Stage #2: (R)-glycidyl butyrate In tetrahydrofuran; hexane at 0 - 20℃; for 0.5h;
Stage #3: With sodium methylate In tetrahydrofuran; methanol; hexane for 0.25h; Reagent/catalyst; Solvent;
88.5%
Stage #1: (4-benzyloxy-3-fluorophenyl)carbamic acid benzyl ester With lithium hexamethyldisilazane In tetrahydrofuran; hexane at 20℃; for 1h;
Stage #2: (R)-glycidyl butyrate In tetrahydrofuran; hexane at 0℃; for 0.5h;
Stage #3: With sodium methylate In tetrahydrofuran; methanol; hexane at 20℃; for 0.25h;
88.5%
Stage #1: (4-benzyloxy-3-fluorophenyl)carbamic acid benzyl ester With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h;
Stage #2: (R)-glycidyl butyrate In tetrahydrofuran; hexane for 0.5h;
87%
With n-butyllithium at -60℃; for 24h;80%
With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; for 0.25h; Cooling with acetone-dry ice;65.5%
C28H37FN4O6
952150-16-2

C28H37FN4O6

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

5(R)-(hydroxymethyl)-3-(3-fluoro-4-(1-(benzyloxycarbonyl)-2-(tert-butoxycarbonyl)[1,2,5]triazepan-5-yl)phenyl)oxazolidin-2-one
952150-17-3

5(R)-(hydroxymethyl)-3-(3-fluoro-4-(1-(benzyloxycarbonyl)-2-(tert-butoxycarbonyl)[1,2,5]triazepan-5-yl)phenyl)oxazolidin-2-one

Conditions
ConditionsYield
Stage #1: C28H37FN4O6 With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.166667h;
Stage #2: (R)-glycidyl butyrate In tetrahydrofuran; hexane at 20℃; for 0.333333h;
Stage #3: With potassium carbonate In methanol at 20℃; for 6h;
88%
Stage #1: C28H37FN4O6 With n-butyllithium In tetrahydrofuran; hexane at -78℃;
Stage #2: (R)-glycidyl butyrate In tetrahydrofuran; hexane at -78 - 20℃;
Stage #3: With potassium carbonate In methanol at 20℃; for 6h;
88%
(3,4-Dichloro-phenyl)-carbamic acid benzyl ester
70875-62-6

(3,4-Dichloro-phenyl)-carbamic acid benzyl ester

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

C10H9Cl2NO3
677727-45-6

C10H9Cl2NO3

Conditions
ConditionsYield
Stage #1: (3,4-Dichloro-phenyl)-carbamic acid benzyl ester With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.75h;
Stage #2: (R)-glycidyl butyrate In tetrahydrofuran; hexane at -78 - 20℃;
88%
(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

N-carbobenzoxy-3-fluoro-4-(N-carbobenzoxypiperazin-1-yl)aniline
174649-03-7, 1026663-92-2

N-carbobenzoxy-3-fluoro-4-(N-carbobenzoxypiperazin-1-yl)aniline

(R)-[N-3-[3-fluoro-4-[N-1-(4-carbobenzoxy)piperazinyl]-phenyl]-2-oxo-5-oxazolidinyl]methanol
174649-04-8

(R)-[N-3-[3-fluoro-4-[N-1-(4-carbobenzoxy)piperazinyl]-phenyl]-2-oxo-5-oxazolidinyl]methanol

Conditions
ConditionsYield
Stage #1: N-carbobenzoxy-3-fluoro-4-(N-carbobenzoxypiperazin-1-yl)aniline With n-butyllithium In tetrahydrofuran; hexane at -78℃;
Stage #2: (R)-glycidyl butyrate In tetrahydrofuran; hexane at -60 - 20℃;
87%
Stage #1: N-carbobenzoxy-3-fluoro-4-(N-carbobenzoxypiperazin-1-yl)aniline With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1.63333h;
Stage #2: (R)-glycidyl butyrate In tetrahydrofuran; hexane at -78 - 20℃; for 22.1h;
85%
Stage #1: N-carbobenzoxy-3-fluoro-4-(N-carbobenzoxypiperazin-1-yl)aniline With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1.5h; Inert atmosphere;
Stage #2: (R)-glycidyl butyrate In tetrahydrofuran; hexane at -78 - 20℃; for 4.5h;
82%
With n-butyllithium 1.) THF, hexane, -78 deg C, 1.5 h, 2.) THF, hexane, a) -78 deg C, 1 h, b) RT, 3.5 h; Yield given. Multistep reaction;
With n-butyllithium In tetrahydrofuran at -78℃; Inert atmosphere;
(1α,5α,6α)-3-(4-benzyloxycarbonylamino-2,6-difluorophenyl)-3-azabicyclo[3.1.0]hexane-6-carboxylic acid tert-butyl ester
681424-90-8

(1α,5α,6α)-3-(4-benzyloxycarbonylamino-2,6-difluorophenyl)-3-azabicyclo[3.1.0]hexane-6-carboxylic acid tert-butyl ester

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

(R)-(1α,5α,6α)-3-[2,6-difluoro-4-(5-hydroxymethyl-2-oxooxazolidin-3-yl)phenyl]-3-azabicyclo[3.1.0]hexane-6-carboxylic acid tert-butyl ester
681425-00-3

(R)-(1α,5α,6α)-3-[2,6-difluoro-4-(5-hydroxymethyl-2-oxooxazolidin-3-yl)phenyl]-3-azabicyclo[3.1.0]hexane-6-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
Stage #1: (1α,5α,6α)-3-(4-benzyloxycarbonylamino-2,6-difluorophenyl)-3-azabicyclo[3.1.0]hexane-6-carboxylic acid tert-butyl ester With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 1.5h;
Stage #2: (R)-glycidyl butyrate In tetrahydrofuran at 20℃; for 16h;
87%
5-(4-benzyloxycarbonylamino-2,6-difluorophenyl)[1,2,5]oxadiazepane-2-carboxylic acid tert-butyl ester
952151-42-7

5-(4-benzyloxycarbonylamino-2,6-difluorophenyl)[1,2,5]oxadiazepane-2-carboxylic acid tert-butyl ester

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

5(R)-(hydroxymethyl)-3-(3,5-difluoro-4-(2-(tertbutoxycarbonyl)[1,2,5]oxadiazepan-5-yl)phenyl)oxazolidin-2-one
952151-43-8

5(R)-(hydroxymethyl)-3-(3,5-difluoro-4-(2-(tertbutoxycarbonyl)[1,2,5]oxadiazepan-5-yl)phenyl)oxazolidin-2-one

Conditions
ConditionsYield
Stage #1: 5-(4-benzyloxycarbonylamino-2,6-difluorophenyl)[1,2,5]oxadiazepane-2-carboxylic acid tert-butyl ester With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.166667h;
Stage #2: (R)-glycidyl butyrate In tetrahydrofuran; hexane at -78 - 20℃; for 19.1667h;
Stage #3: With potassium carbonate In methanol for 0.25h;
87%
Stage #1: 5-(4-benzyloxycarbonylamino-2,6-difluorophenyl)[1,2,5]oxadiazepane-2-carboxylic acid tert-butyl ester With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.166667h; Inert atmosphere;
Stage #2: (R)-glycidyl butyrate In tetrahydrofuran; hexane at -78 - 20℃; for 23.1667h; Inert atmosphere;
87%
Stage #1: 5-(4-benzyloxycarbonylamino-2,6-difluorophenyl)[1,2,5]oxadiazepane-2-carboxylic acid tert-butyl ester; (R)-glycidyl butyrate With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; for 19.3h; Inert atmosphere;
Stage #2: With potassium carbonate In methanol for 0.25h;
87%
[4-(3,6-dihydro-2H-pyridin-1-yl)-3-fluoro-phenyl]-carbamic acid benzyl ester
847256-99-9

[4-(3,6-dihydro-2H-pyridin-1-yl)-3-fluoro-phenyl]-carbamic acid benzyl ester

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

3-[4-(3,6-dihydro-2H-pyridin-1-yl)-3-fluoro-phenyl]-5-hydroxymethyl-oxazolidin-2-one
847257-16-3

3-[4-(3,6-dihydro-2H-pyridin-1-yl)-3-fluoro-phenyl]-5-hydroxymethyl-oxazolidin-2-one

Conditions
ConditionsYield
Stage #1: [4-(3,6-dihydro-2H-pyridin-1-yl)-3-fluoro-phenyl]-carbamic acid benzyl ester With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.5h;
Stage #2: (R)-glycidyl butyrate In tetrahydrofuran at -78 - 20℃;
87%
(4-bromo-3-fluorophenyl)carbamic acid benzyl ester
510729-01-8

(4-bromo-3-fluorophenyl)carbamic acid benzyl ester

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

(5R)-3-(4-bromo-3-fluorophenyl)-5-(hydroxymethyl)oxazolidin-2-one
444335-16-4

(5R)-3-(4-bromo-3-fluorophenyl)-5-(hydroxymethyl)oxazolidin-2-one

Conditions
ConditionsYield
With lithium tert-butoxide In tetrahydrofuran; methanol; N,N-dimethyl-formamide at 0 - 20℃; for 3h;87%
Stage #1: (4-bromo-3-fluorophenyl)carbamic acid benzyl ester With lithium tert-butoxide In tetrahydrofuran; N,N-dimethyl-formamide at 0℃;
Stage #2: (R)-glycidyl butyrate In tetrahydrofuran; methanol; N,N-dimethyl-formamide at 20℃; for 3h;
87%
Stage #1: (4-bromo-3-fluorophenyl)carbamic acid benzyl ester With n-butyllithium In tetrahydrofuran; hexane; tert-butyl alcohol at 0℃; for 0.5h;
Stage #2: (R)-glycidyl butyrate In tetrahydrofuran; hexane; tert-butyl alcohol at 0 - 20℃;
86.4%
4-(((benzyloxy)carbonyl)amino)-2-fluorobenzoic acid
1087353-56-7

4-(((benzyloxy)carbonyl)amino)-2-fluorobenzoic acid

(R)-glycidyl butyrate
60456-26-0

(R)-glycidyl butyrate

(R)-2-fluoro-4-(5-(hydroxymethyl)-2-oxooxazolidin-3-yl)benzoic acid

(R)-2-fluoro-4-(5-(hydroxymethyl)-2-oxooxazolidin-3-yl)benzoic acid

Conditions
ConditionsYield
Stage #1: 4-(((benzyloxy)carbonyl)amino)-2-fluorobenzoic acid With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 1.33333h; Inert atmosphere;
Stage #2: (R)-glycidyl butyrate In tetrahydrofuran at -78℃; for 1h; Inert atmosphere;
87%

60456-26-0Relevant articles and documents

Enhanced catalytic activity of lipase in situ encapsulated in electrospun polystyrene fibers by subsequent water supply

Sakai, Shinji,Yamaguchi, Tetsu,Watanabe, Rie,Kawabe, Masaaki,Kawakami, Koei

, p. 576 - 580 (2010)

Rhizopus oryzae lipase prepared was immobilized in polystyrene electrospun fibers from a suspension of crude lipase powder in an N,N-dimethylformamide solution of polystyrene. The performance of the enzyme was enhanced by supplying water onto the resultant non-woven fabric. The electrospun fibers supplied with water by spraying showed 47-fold faster initial transesterification rate measured as conversion of (S)-glycidol to glycidyl n-butyrate with vinyl n-butyrate compared with a non-encapsulated crude lipase control. Before being moistened with water, the initial transesterification rate was slower than non-encapsulated lipase. The encapsulated and moistened lipase showed 77% of residual activity after 10 cycles of use.

Dinuclear salen cobalt complex incorporating Y(OTf)3: enhanced enantioselectivity in the hydrolytic kinetic resolution of epoxides

Patel, Deepak,Kurrey, Ganesh Ram,Shinde, Sandip S.,Kumar, Pradeep,Kim, Geon-Joong,Thakur, Santosh Singh

, p. 82699 - 82703 (2015/10/19)

The activation of inactive Jacobsen's chiral salen Co(ii) (salen = N,N′-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine) compound is attained by dinuclear chiral salen Co(iii)-OTf complex formation with yttrium triflate. The yttrium metal not only displays a promoting effect on electron transfer, but also assists in forming two stereocentres of a Lewis acid complex with Co(iii)-OTf. We found that the binuclear Co-complex significantly enhanced reactivity and enantioselectivity in the hydrolytic kinetic resolution of terminal epoxides compared to its analogous monomer and kinetic data are also consistent with these results.

Synthesis and enzymatic resolution of racemic 2,3-epoxy propyl esters obtained from glycerol

Araujo, Yara Jaqueline Kerber,Avvari, Naga Prasad,Paiva, Derisvaldo Rosa,De Lima, Dênis Pires,Beatriz, Adilson

supporting information, p. 1696 - 1698 (2015/03/14)

A method is described for the synthesis of (±)-2,3-epoxy propyl esters from glycerol, involving reaction of epichlorohydrin with sodium or potassium salts of carboxylic acids in the presence of TBAB as catalyst, with moderate to excellent yields. Kinetic resolution of glycidyl butyrate by lipase of Thermomyces lanuginosa has been achieved with remarkable enantiomeric excess (ee >99%) using 1,4-dioxane as a co-solvent in pure buffer solution (30 and 50 °C, pH = 7.0).

Chemoselective CaO-mediated acylation of alcohols and amines in 2-methyltetrahydrofuran

Pace, Vittorio,Hoyos, Pilar,Alcántara, Andrés R.,Holzer, Wolfgang

, p. 905 - 910 (2013/07/27)

Calcium oxide is proposed as an innocuous acid scavenger for the chemoselective synthesis of amide- and ester-type compounds. Although these molecules have wide spread applications in organic and pharmaceutical chemistry, and a large number of routes have been designed for their synthesis, the development of more efficient and environmentally friendly acylation strategies remains an ongoing challenge. The use of CaO allows for the stoichiometric acylation of primary alcohols in the presence of phenols or tertiary alcohols; amines can also be subjected to acylation reactions in the presence of hydroxyl groups. Chirality is obtained through acylation if the starting material is an optically pure alcohol or if a chiral acylating agent is used. Furthermore, the use of 2-methyltetrahydrofuran (2-MeTHF), a more ecofriendly solvent, leads to maximized yields. This protocol is successfully applied to the synthesis of an interesting N-aryloxazolidin-2-one intermediate for the preparation of linezolid-type compounds.

Stereoselective synthesis of (R)-glycidyl butyrate from racemic glycidyl butyrate or epichlorohydrin via hydrolytic kinetic resolution

Jiang, Chengjun,Yan, Jianbo

scheme or table, p. 242 - 243 (2012/05/19)

The differences of (R)-glycidyl butyrate synthesis via hydrolytic kinetic resolution of glycidyl butyrate directly or regioselective opening epichlorohydrin as key steps by using Jacobsen's hydrotic kinetic resolution are compared. In the view of separation problem, it is hard to get the pure (R)-glycidyl butyrate by kinetic resolution of glycidyl butyrate directly. Via kinetic resolution of epichlorohydrin, treatment with butyric acid in the presence of CrCl3 and then epoxidation with NaOH, the total yield of 38.5% and optical purity of 99% are obtained.

Synthesis of optically active 2-hydroxy monoesters via-kinetic resolution and asymmetric cyclization catalyzed by heterometallic chiral (salen) Co complex

Li, Wenji,Thakur, Santosh Singh,Chen, Shu-Wei,Shin, Chang-Kyo,Kawthekar, Rahul B.,Kim, Geon-Joong

, p. 3453 - 3457 (2007/10/03)

The binuclear chiral (salen) Co complexes bearing Lewis acids of Al and Ga catalyze regio- and enantioselective ring opening of terminal epoxides with carboxylic acids. The ring opened product of epichlorohydrin with carboxylic acids followed by cyclization step in the presence of catalyst and base represent straightforward, efficient methods for the synthesis of enatiomerically enriched (>99% ee) valuable terminal epoxides. Strong synergistic effects of different Lewis acid of Co-Al and Co-Ga were exhibited in the catalytic process.

PROCESS FOR THE PREPARATION OF GLYCIDYL DERIVATIVES

-

Page/Page column 6-7; 9, (2008/06/13)

There is provided a process for preparing a glycidyl derivative from 3-chloro-1,2-propanediol, comprising i) adding a phosphate salt to a solution into which 3-chloro-1,2-propanediol is dissolved into a solvent to produce glycidol, and ii) adding to the solution of step i) a base capable of releasing a glycidyl group from the glycidol and a substrate susceptible to nucleophilic attack to produce the desired glycidyl derivative by nucleophilic attack of the glycidyl group to the substrate.

A new dinuclear chiral salen complexes for asymmetric ring opening and closing reactions: Synthesis of valuable chiral intermediates

Thakur, Santosh Singh,Chen, Shu-Wei,Li, Wenji,Shin, Chang-Kyo,Kim, Seong-Jin,Koo, Yoon-Mo,Kim, Geon-Joong

, p. 1862 - 1872 (2007/10/03)

A new dinuclear chiral Co(salen) complexes bearing group 13 metals have been synthesized and characterized. The easily prepared complexes exhibited very high catalytic reactivity and enantioselectivity for the asymmetric ring opening of epoxides with H2O, chloride ions and carboxylic acids and consequently provide enantiomerically enriched terminal epoxides (>99% ee). It also catalyzes the asymmetric cyclization of ring opened product, to prepare optically pure terminal epoxides in one step. The homogeneous dinuclear chiral Co(salen) have been covalently immobilized on MCM-41. The potential benefits of heterogenization include facilitation of catalyst separation and recyclability requiring very simple techniques. The system described is very efficient.

Synthesis of enantiomerically pure glycidol via a fully enantioselective lipase-catalyzed resolution

Palomo, Jose M.,Segura, Rosa L.,Mateo, Cesar,Terreni, Marco,Guisan, Jose M.,Fernandez-Lafuente, Roberto

, p. 869 - 874 (2007/10/03)

The efficient enzymatic synthesis of enantiopure 2,3-epoxypropanol (glycidol) has been achieved. The racemic glycidyl butyrate was successfully resolved by enzymatic hydrolysis using a strategy that combines different immobilization protocols and different experimental reaction conditions. A new enzyme (25 kDa lipase)-which is a lipase-like enzyme purified from the pancreatic porcine lipase (PPL) extract-immobilized on DEAE-Sepharose was selected as the optimal biocatalyst. The optimal results were obtained at pH 7, 25°C and 10% dioxane using this biocatalyst and a very high enantioselectivity for the enzyme was displayed, obtaining both (R)-(-)-glycidyl butyrate and (R)-(+)-glycidol with enantiomeric excesses >99% (E >100). The hydrolysis of (R)-(-)-glycidyl butyrate produced pure (S)-(-)-glycidol.

Process for preparation of optically active halogeno hydroxypropyl compound and glycidyl compound

-

Page 6, (2010/02/05)

A process for preparing regioselectively an optically active 1-halogeno-2-hydroxypropyl compound of the following formula; wherein X is halogen atom and Nu is a heteroatom having a substituent, and an optically active glycidyl compound of the formula; which comprises reacting an optically active epihalohydrin of the formula; with a neucleophilic agent, in the presence of a metal complex of the formula; wherein n is an integer of 0, 1 or 2, Y1, Y2 and Y3 are hydrogen atom, etc., and Y2 and Y3 may form a ring such as benzene, A is a counterion and M is a metal ion, and further subjecting the compound (4) to reaction with a base to prepare the optically active glycidyl compound (5).

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