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56613-81-1

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56613-81-1 Usage

Uses

(S)-(+)-2-Amino-1-phenylethanol is used as an intermediate in organic synthesis. It is involved in the preparation of enantiopure (R)-octopamine, (R)-tembamide and (R)-aegeline.

Check Digit Verification of cas no

The CAS Registry Mumber 56613-81-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,6,6,1 and 3 respectively; the second part has 2 digits, 8 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 56613-81:
(7*5)+(6*6)+(5*6)+(4*1)+(3*3)+(2*8)+(1*1)=131
131 % 10 = 1
So 56613-81-1 is a valid CAS Registry Number.

56613-81-1 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
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  • Detail
  • Alfa Aesar

  • (L19404)  (S)-(+)-2-Amino-1-phenylethanol, 97%   

  • 56613-81-1

  • 1g

  • 923.0CNY

  • Detail
  • Alfa Aesar

  • (L19404)  (S)-(+)-2-Amino-1-phenylethanol, 97%   

  • 56613-81-1

  • 5g

  • 1964.0CNY

  • Detail
  • Sigma-Aldrich

  • (09222)  (S)-2-Amino-1-phenylethanol  ≥97.0% (sum of enantiomers, GC)

  • 56613-81-1

  • 09222-500MG

  • 4,719.78CNY

  • Detail

56613-81-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name (S)-(-)-2-Phenylglycinol

1.2 Other means of identification

Product number -
Other names (1S)-2-amino-1-phenylethanol

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:56613-81-1 SDS

56613-81-1Synthetic route

2-aminoacetophenone hydrochloride
5468-37-1

2-aminoacetophenone hydrochloride

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

Conditions
ConditionsYield
With hydrogen; triethylamine; (2S,4S)-BCPM-rhodium In methanol at 50℃; under 15200 Torr; for 20h;100%
Multi-step reaction with 4 steps
1: pyridine / 10 h / Ambient temperature
2: 88 percent / NaBH4 / ethanol / 6 h / 0 °C
3: 42 percent / 4 Angstroem sieves / hexane; tetrahydrofuran / 240 h / 25 °C / lipase from Pseudomonas cepacia
4: 10percent aq. HCl / methanol
View Scheme
Multi-step reaction with 4 steps
1: pyridine / 10 h / Ambient temperature
2: 84 percent / NaBH4 / ethanol / 6 h / 0 °C
3: 43 percent / 4 Angstroem sieves / diisopropyl ether / 36 h / 25 °C / lipase from Pseudomonas cepacia
4: 10percent aq. HCl / methanol
View Scheme
Multi-step reaction with 4 steps
1: pyridine / 10 h / Ambient temperature
2: 90 percent / NaBH4 / ethanol / 6 h / 0 °C
3: 4 Angstroem sieves / hexane; tetrahydrofuran / 120 h / 25 °C / lipase from Pseudomonas cepacia
4: 10percent aq. HCl / methanol
View Scheme
Multi-step reaction with 4 steps
1: pyridine / 10 h / Ambient temperature
2: 93 percent / NaBH4 / ethanol / 6 h / 0 °C
3: 39 percent / 4 Angstroem sieves / hexane; tetrahydrofuran / 48 h / 25 °C / lipase from Pseudomonas cepacia
4: 10percent aq. HCl / methanol
View Scheme
(S)-2-azido-1-phenylethanol
124817-06-7

(S)-2-azido-1-phenylethanol

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol at 20℃; for 15h;99%
With hydrogen; sodium hydroxide In aq. phosphate buffer; water at 30℃; under 7500.75 Torr; for 4h; pH=9; Green chemistry;86%
With lithium aluminium tetrahydride In diethyl ether for 3h; Heating;80%
(S)-(+)-2-benzylamino-1-(3-chlorophenyl)ethanol

(S)-(+)-2-benzylamino-1-(3-chlorophenyl)ethanol

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

Conditions
ConditionsYield
92%
(S)-1-phenyl-2-nitroethanol
149495-00-1

(S)-1-phenyl-2-nitroethanol

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; under 760.051 Torr; for 24h;92%
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; for 24h;
(S)-2-succinimido-1-phenylethanol

(S)-2-succinimido-1-phenylethanol

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water for 18h; Reflux; enantioselective reaction;90%
(S)-(+)-(2-hydroxy-2-phenyl-ethyl)-carbamic acid benzyl ester
500763-83-7

(S)-(+)-(2-hydroxy-2-phenyl-ethyl)-carbamic acid benzyl ester

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethanol at 20℃; under 760 Torr; for 8h;88%
(S)-2-chloro-1-phenylethanol
70111-05-6

(S)-2-chloro-1-phenylethanol

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

Conditions
ConditionsYield
With ammonium hydroxide In methanol; water at 20℃;83%
(S)-5-phenyl-1,3-oxazolidine-2-one
186343-35-1

(S)-5-phenyl-1,3-oxazolidine-2-one

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

Conditions
ConditionsYield
With sodium hydroxide In ethanol Heating;79%
(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

Conditions
ConditionsYield
With LiAlH In tetrahydrofuran 1.) reflux, 8 h, 2.) r.t., overnight;59%
With lithium aluminium tetrahydride In tetrahydrofuran for 72h; Heating;30%
With borane-THF In tetrahydrofuran for 12h; Heating;
L-(+)-mandelamide
24008-63-7

L-(+)-mandelamide

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran 1) 4h reflux 2) r.t.;54%
C8H10BrNO*ClH

C8H10BrNO*ClH

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

Conditions
ConditionsYield
Stage #1: C8H10BrNO*ClH With sodium carbonate
Stage #2: With palladium on activated charcoal; hydrogen In ethanol at 20℃; for 14h;
48%
(S)-(2-hydroxy-2-phenyl-ethyl)carbamic acid tert-butyl ester
281670-47-1

(S)-(2-hydroxy-2-phenyl-ethyl)carbamic acid tert-butyl ester

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane acidolysis;27%
2-Aminoacetophenone
613-89-8

2-Aminoacetophenone

A

C16H20N2O2

C16H20N2O2

B

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

C

(R)-2-Amino-1-phenylethanol
2549-14-6

(R)-2-Amino-1-phenylethanol

Conditions
ConditionsYield
With tetrabutylammonium tetrafluoroborate In N,N-dimethyl-formamide; isopropyl alcohol Electrochemical reaction;A 9%
B n/a
C n/a
ethyl (R)-3-hydroxy-3-phenylbutanoate
24506-17-0

ethyl (R)-3-hydroxy-3-phenylbutanoate

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

Conditions
ConditionsYield
With sodium hydroxide; sodium hypobromide
2-Amino-1-phenylethanol
7568-93-6

2-Amino-1-phenylethanol

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

Conditions
ConditionsYield
With L-Tartaric acid
benzoyl cyanide
613-90-1

benzoyl cyanide

A

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

B

(R)-2-Amino-1-phenylethanol
2549-14-6

(R)-2-Amino-1-phenylethanol

Conditions
ConditionsYield
With sodium tetrahydroborate; B-isopinocampheyl-9-borabicyclo[3.3.1]nonane; cobalt(II) chloride 2.) methanol; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
(2R)-N-ethoxycarbonyl-2-phenyl-2-hydroxyethylamine
144372-49-6

(2R)-N-ethoxycarbonyl-2-phenyl-2-hydroxyethylamine

A

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

B

(R)-2-Amino-1-phenylethanol
2549-14-6

(R)-2-Amino-1-phenylethanol

Conditions
ConditionsYield
With potassium hydroxide In methanol; water for 40h; Heating; Yields of byproduct given. Title compound not separated from byproducts;
(R)-benzyl N-(2-hydroxy-2-phenylethyl)carbamate
144372-50-9

(R)-benzyl N-(2-hydroxy-2-phenylethyl)carbamate

A

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

B

(R)-2-Amino-1-phenylethanol
2549-14-6

(R)-2-Amino-1-phenylethanol

Conditions
ConditionsYield
With potassium hydroxide In methanol; water for 40h; Heating; Yields of byproduct given. Title compound not separated from byproducts;
2-acetamido-1-phenylethyl acetate
149342-38-1

2-acetamido-1-phenylethyl acetate

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

Conditions
ConditionsYield
With hydrogenchloride In methanol
(R)-(+)-α-<(tert-butyldimethylsilyl)oxy>-benzeneacetonitrile
120390-75-2

(R)-(+)-α-<(tert-butyldimethylsilyl)oxy>-benzeneacetonitrile

A

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

B

(R)-2-Amino-1-phenylethanol
2549-14-6

(R)-2-Amino-1-phenylethanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran for 1h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
2-amino-1-phenylethanol hydrochloride
4561-43-7

2-amino-1-phenylethanol hydrochloride

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

N-((S)-2-Hydroxy-2-phenyl-ethyl)-butyramide
144315-92-4

N-((S)-2-Hydroxy-2-phenyl-ethyl)-butyramide

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

Conditions
ConditionsYield
With potassium hydroxide In methanol; water for 40h; Heating;235 mg
Butyric acid (S)-2-ethoxycarbonylamino-1-phenyl-ethyl ester
144315-90-2

Butyric acid (S)-2-ethoxycarbonylamino-1-phenyl-ethyl ester

A

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

B

(R)-2-Amino-1-phenylethanol
2549-14-6

(R)-2-Amino-1-phenylethanol

Conditions
ConditionsYield
With potassium hydroxide In methanol; water for 40h; Heating; Yields of byproduct given. Title compound not separated from byproducts;
Butyric acid (S)-2-benzyloxycarbonylamino-1-phenyl-ethyl ester
144315-91-3

Butyric acid (S)-2-benzyloxycarbonylamino-1-phenyl-ethyl ester

A

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

B

(R)-2-Amino-1-phenylethanol
2549-14-6

(R)-2-Amino-1-phenylethanol

Conditions
ConditionsYield
With potassium hydroxide In methanol; water for 40h; Heating; Yields of byproduct given. Title compound not separated from byproducts;
Acetic acid (S)-2-ethoxycarbonylamino-1-phenyl-ethyl ester
149286-08-8

Acetic acid (S)-2-ethoxycarbonylamino-1-phenyl-ethyl ester

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

Conditions
ConditionsYield
With hydrogenchloride In methanol
Acetic acid (S)-1-phenyl-2-[(thiophene-2-carbonyl)-amino]-ethyl ester
149286-07-7

Acetic acid (S)-1-phenyl-2-[(thiophene-2-carbonyl)-amino]-ethyl ester

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

Conditions
ConditionsYield
With hydrogenchloride In methanol
Acetic acid (R)-2-benzoylamino-1-phenyl-ethyl ester

Acetic acid (R)-2-benzoylamino-1-phenyl-ethyl ester

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

Conditions
ConditionsYield
With hydrogenchloride In methanol
(4S)-4-phenyl[1,3]dioxolan-2-one
4427-92-3, 90971-11-2, 129097-94-5, 90970-80-2

(4S)-4-phenyl[1,3]dioxolan-2-one

A

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

B

(R)-Phenylglycinol
56613-80-0

(R)-Phenylglycinol

Conditions
ConditionsYield
With hydrogenchloride; sodium azide; water; hydrogen; palladium on activated charcoal 1.) DMF, 70 deg C, 48 h; 2.) ethanol, r.t.; Yield given. Multistep reaction;
L-mandelamide

L-mandelamide

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

Conditions
ConditionsYield
With tetrahydrofuran; lithium aluminium tetrahydride
(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

2-Bromoacetyl bromide
598-21-0

2-Bromoacetyl bromide

2-bromo-N-((S)-2-hydroxy-2-phenyl-ethyl)-acetamide
942123-03-7

2-bromo-N-((S)-2-hydroxy-2-phenyl-ethyl)-acetamide

Conditions
ConditionsYield
With sodium hydrogencarbonate In water; ethyl acetate at 0℃; for 1h;100%
(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

2-Bromoacetyl bromide
598-21-0

2-Bromoacetyl bromide

C10H12BrNO2

C10H12BrNO2

Conditions
ConditionsYield
With sodium hydrogencarbonate In water; ethyl acetate at 20℃;100%
(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

C44H48N4O4(2+)*2Cl(1-)

C44H48N4O4(2+)*2Cl(1-)

C60H66N6O4(2+)*2Cl(1-)

C60H66N6O4(2+)*2Cl(1-)

Conditions
ConditionsYield
In dichloromethane at 20℃; for 20h; Inert atmosphere;100%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

(S)-(2-hydroxy-2-phenyl-ethyl)carbamic acid tert-butyl ester
281670-47-1

(S)-(2-hydroxy-2-phenyl-ethyl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
In dichloromethane at 20℃; for 2h;100%
With triethylamine In dichloromethane at 20℃; for 24h; Inert atmosphere;90%
3-tert-butyldimethylsilyloxy-2-fluorobenzoic acid

3-tert-butyldimethylsilyloxy-2-fluorobenzoic acid

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

(-)-N-1-[2-[3-[4,5-Dihydro-5(R)-phenyloxazol-2-yl]-2-fluorophenoxy]ethyl]-N-hydroxyurea
186584-41-8

(-)-N-1-[2-[3-[4,5-Dihydro-5(R)-phenyloxazol-2-yl]-2-fluorophenoxy]ethyl]-N-hydroxyurea

Conditions
ConditionsYield
With thionyl chloride; triethylamine In dichloromethane; toluene97%
formaldehyd
50-00-0

formaldehyd

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

bis[(S)-5-phenyloxazolidin-3-yl]methane

bis[(S)-5-phenyloxazolidin-3-yl]methane

Conditions
ConditionsYield
In water at 20℃; for 3h; pH=3;94%
(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

2-[(2S,4EZ)-1-(biphenyl-4-ylcarbonyl)-4-(methoximino)pyrrolidin-2-yl]-N-[(2S)-2-hydroxy-2-phenylethyl] acetamide

2-[(2S,4EZ)-1-(biphenyl-4-ylcarbonyl)-4-(methoximino)pyrrolidin-2-yl]-N-[(2S)-2-hydroxy-2-phenylethyl] acetamide

Conditions
ConditionsYield
Stage #1: [(2S,4EZ)-1-(biphenyl-4-ylcarbonyl)-4-(methoxyimino)pyrrolidin-2-yl] acetic acid With 4-methyl-morpholine; isobutyl chloroformate In tetrahydrofuran at -25℃; for 0.166667h;
Stage #2: (S)-2-Amino-1-phenyl-1-ethanol at 20℃;
94%
(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

(4S,5S)-2,4-bis(benzyloxy)-5-((benzyloxy)methyl)-5-hydroxycyclohexan-1-one

(4S,5S)-2,4-bis(benzyloxy)-5-((benzyloxy)methyl)-5-hydroxycyclohexan-1-one

(1S,2S,4R,5S)-2,4-bis(benzyloxy)-1-((benzyloxy)methyl)-5-(((S)-2-hydroxy-2-phenylethyl)amino)cyclohexan-1-ol

(1S,2S,4R,5S)-2,4-bis(benzyloxy)-1-((benzyloxy)methyl)-5-(((S)-2-hydroxy-2-phenylethyl)amino)cyclohexan-1-ol

Conditions
ConditionsYield
Stage #1: (S)-2-Amino-1-phenyl-1-ethanol; (4S,5S)-2,4-bis(benzyloxy)-5-((benzyloxy)methyl)-5-hydroxycyclohexan-1-one In ethanol at 20℃; for 2h;
Stage #2: With sodium tetrahydroborate In ethanol at 20℃; for 8h; Cooling with ice;
93.9%
(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

7-methoxy-2-phenyl-4-(phenylsulfonyl)quinoline

7-methoxy-2-phenyl-4-(phenylsulfonyl)quinoline

(S)-2-(7-methoxy-2-phenylquinolin-4-yloxy)-2-phenylethanaminium chloride

(S)-2-(7-methoxy-2-phenylquinolin-4-yloxy)-2-phenylethanaminium chloride

Conditions
ConditionsYield
Stage #1: (S)-2-Amino-1-phenyl-1-ethanol; 7-methoxy-2-phenyl-4-(phenylsulfonyl)quinoline With potassium tert-butylate In tetrahydrofuran; N,N-dimethyl-formamide at 15 - 20℃; for 2h;
Stage #2: With hydrogenchloride
92.4%
3-((3,5-bis(trifluoromethyl)phenyl)amino)-4-ethoxycyclobut-3-ene-1,2-dione
1233032-09-1

3-((3,5-bis(trifluoromethyl)phenyl)amino)-4-ethoxycyclobut-3-ene-1,2-dione

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

(S)-3-(2-hydroxy-2-phenylethylamino)-4-(3,5-bis(trifluoromethyl)phenylamino)cyclobut-3-ene-1,2-dione

(S)-3-(2-hydroxy-2-phenylethylamino)-4-(3,5-bis(trifluoromethyl)phenylamino)cyclobut-3-ene-1,2-dione

Conditions
ConditionsYield
In methanol at 20℃; for 24h; Inert atmosphere;92%
(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

3,5-bistrifluoromethylphenylisothiocyanate
23165-29-9

3,5-bistrifluoromethylphenylisothiocyanate

N-((S)-(1-hydroxy-1-phenylethan-2-yl))-N'-(3,5-bis-(trifluoromethyl)phenyl)thiourea
1312749-53-3

N-((S)-(1-hydroxy-1-phenylethan-2-yl))-N'-(3,5-bis-(trifluoromethyl)phenyl)thiourea

Conditions
ConditionsYield
In dichloromethane at 40℃; for 3h;91%
(R)-2-(2-(4-chlorobenzylamino)-2-oxoethyl)pent-4-enoic acid
1201482-21-4

(R)-2-(2-(4-chlorobenzylamino)-2-oxoethyl)pent-4-enoic acid

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

C22H25ClN2O3
1201482-29-2

C22H25ClN2O3

Conditions
ConditionsYield
Stage #1: (R)-2-(2-(4-chlorobenzylamino)-2-oxoethyl)pent-4-enoic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0℃; for 0.5h;
Stage #2: (S)-2-Amino-1-phenyl-1-ethanol With dmap In N,N-dimethyl-formamide at 0 - 20℃;
89%
2,6-Dichloro-4-morpholino-1,3,5-triazine
6601-22-5

2,6-Dichloro-4-morpholino-1,3,5-triazine

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

(1S)-2-[(4-chloro-6-morpholino-1,3,5-triazin-2-yl)amino]-1-phenyl-ethanol

(1S)-2-[(4-chloro-6-morpholino-1,3,5-triazin-2-yl)amino]-1-phenyl-ethanol

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 150℃; for 1h; Microwave irradiation; Sealed tube;88%
2-((tert-butoxycarbonyl)amino)-3-(2-formyl-1H-indol-3-yl)propanoic acid
927189-97-7

2-((tert-butoxycarbonyl)amino)-3-(2-formyl-1H-indol-3-yl)propanoic acid

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

tert-butyl ((3S,6S,12bS)-5-oxo-3-phenyl-2,3,6,7,12,12b-hexahydro-5H-oxazolo[3',2':1,2]azepino[3,4-b]indol-6-yl)carbamate

tert-butyl ((3S,6S,12bS)-5-oxo-3-phenyl-2,3,6,7,12,12b-hexahydro-5H-oxazolo[3',2':1,2]azepino[3,4-b]indol-6-yl)carbamate

Conditions
ConditionsYield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In dichloromethane; ethyl acetate at 50℃; for 6h; Solvent; Reagent/catalyst; Meyers Oxazoline Synthesis; Sealed tube; diastereospecific reaction;87%
(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

benzyl chloroformate
501-53-1

benzyl chloroformate

(S)-(+)-(2-hydroxy-2-phenyl-ethyl)-carbamic acid benzyl ester
500763-83-7

(S)-(+)-(2-hydroxy-2-phenyl-ethyl)-carbamic acid benzyl ester

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane; toluene at 20℃;86%
formaldehyd
50-00-0

formaldehyd

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

(S)-2-dimethylamino-1-phenylethanol
2202-68-8, 2202-69-9, 6853-14-1, 34469-09-5

(S)-2-dimethylamino-1-phenylethanol

Conditions
ConditionsYield
In formic acid; water at 20 - 95℃; for 19h;86%
With acetic acid; zinc In water at 20℃; for 3h;83.1%
With formic acid at 20 - 95℃;56%
With formic acid In water at 95℃;
1,3-propanesultone
1120-71-4

1,3-propanesultone

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

3-{[(2S)-2-hydroxy-2-phenylethyl]amino}-2-propanesulfonic acid

3-{[(2S)-2-hydroxy-2-phenylethyl]amino}-2-propanesulfonic acid

Conditions
ConditionsYield
In toluene; acetonitrile for 3h; Heating / reflux;86%
(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

acetaldehyde
75-07-0

acetaldehyde

(S)-2-(ethylamino)-1-phenylethanol
1312607-88-7

(S)-2-(ethylamino)-1-phenylethanol

Conditions
ConditionsYield
Stage #1: (S)-2-Amino-1-phenyl-1-ethanol; acetaldehyde In ethanol at 0℃; for 1h;
Stage #2: With sodium tetrahydroborate In ethanol at 0℃; for 3h;
Stage #3: With water; sodium hydroxide In ethanol
86%
Stage #1: (S)-2-Amino-1-phenyl-1-ethanol; acetaldehyde In ethanol at 0℃; for 1h;
Stage #2: With sodium tetrahydroborate In ethanol at 0℃; for 3h;
86%
Stage #1: (S)-2-Amino-1-phenyl-1-ethanol; acetaldehyde In ethanol at 0℃; for 0.833333h;
Stage #2: With sodium tetrahydroborate In ethanol at 0℃; for 3h;
86%
tert-Butyl [4-(chlorocarbonyl)phenyl]carbamate
321527-88-2

tert-Butyl [4-(chlorocarbonyl)phenyl]carbamate

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

(S)-tert-butyl (4-((2-hydroxy-1-phenylethyl)carbamoyl)phenyl)carbamate

(S)-tert-butyl (4-((2-hydroxy-1-phenylethyl)carbamoyl)phenyl)carbamate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 25℃;86%
(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

(S)-5-phenyl-1,3-oxazolidine-2-one
186343-35-1

(S)-5-phenyl-1,3-oxazolidine-2-one

Conditions
ConditionsYield
With 1H-imidazole In dichloromethane at 20℃; for 16h;86%
With triethylamine In tetrahydrofuran at 60℃;85%
2,2'-di(bromomethyl)-1,1'-binaphthalene
54130-90-4, 86631-56-3, 37803-02-4

2,2'-di(bromomethyl)-1,1'-binaphthalene

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

(aS,S)-(+)-2,2'-[2-(2-phenyl-2-hydroxyethyl)-2-azapropane-1,3-diyl]-1,1'-binaphthalene

(aS,S)-(+)-2,2'-[2-(2-phenyl-2-hydroxyethyl)-2-azapropane-1,3-diyl]-1,1'-binaphthalene

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran for 12h; Heating;84%
formaldehyd
50-00-0

formaldehyd

(S)-2-Amino-1-phenyl-1-ethanol
56613-81-1

(S)-2-Amino-1-phenyl-1-ethanol

benzil
134-81-6

benzil

(S)-2-(4,5-Diphenyl-imidazol-1-yl)-1-phenyl-ethanol

(S)-2-(4,5-Diphenyl-imidazol-1-yl)-1-phenyl-ethanol

Conditions
ConditionsYield
With ammonium acetate In methanol; water for 5h; Heating;83%

56613-81-1Relevant articles and documents

Enantioselective Aminohydroxylation of Styrenyl Olefins Catalyzed by an Engineered Hemoprotein

Cho, Inha,Prier, Christopher K.,Jia, Zhi-Jun,Zhang, Ruijie K.,G?rbe, Tamás,Arnold, Frances H.

, p. 3138 - 3142 (2019/02/01)

Chiral 1,2-amino alcohols are widely represented in biologically active compounds from neurotransmitters to antivirals. While many synthetic methods have been developed for accessing amino alcohols, the direct aminohydroxylation of alkenes to unprotected, enantioenriched amino alcohols remains a challenge. Using directed evolution, we have engineered a hemoprotein biocatalyst based on a thermostable cytochrome c that directly transforms alkenes to amino alcohols with high enantioselectivity (up to 2500 TTN and 90 % ee) under anaerobic conditions with O-pivaloylhydroxylamine as an aminating reagent. The reaction is proposed to proceed via a reactive iron-nitrogen species generated in the enzyme active site, enabling tuning of the catalyst's activity and selectivity by protein engineering.

Highly efficient enantioselective liquid-liquid extraction of 1,2-amino-alcohols using SPINOL based phosphoric acid hosts

Pinxterhuis, Erik B.,Gualtierotti, Jean-Baptiste,Heeres, Hero J.,De Vries, Johannes G.,Feringa, Ben L.

, p. 6409 - 6418 (2017/08/29)

Access to enantiopure compounds on large scale in an environmentally friendly and cost-efficient manner remains one of the greatest challenges in chemistry. Resolution of racemates using enantioselective liquid-liquid extraction has great potential to meet that challenge. However, a relatively feeble understanding of the chemical principles and physical properties behind this technique has hampered the development of hosts possessing sufficient resolving power for their application to large scale processes. Herein we present, employing the previously untested SPINOL based phosphoric acids host family, an in depths study of the parameters affecting the efficiency of the resolution of amino-alcohols in the optic of further understanding the core principles behind ELLE. We have systematically investigated the dependencies of the enantioselection by parameters such as the choice of solvent, the temperature, as well as the pH and bring to light many previously unsuspected and highly intriguing interactions. Furthermore, utilizing these new insights to our advantage, we developed novel, highly efficient, extraction and resolving protocols which provide remarkable levels of enantioselectivity. It was shown that the extraction is catalytic in host by demonstrating transport in a U-tube and finally it was demonstrated how the solvent dependency could be exploited in an unprecedented triphasic resolution system.

ANTI-MALARIAL COMPOUNDS AND PROCESS FOR PREPARATION THEREOF

-

Page/Page column 11, (2016/05/24)

The present invention discloses anti-malarial compound of formula (I) Formula (I) wherein, X is selected from O or NH; R1, R2, R3, R4 and R5 is selected from H or OMe or CH3, -CH2-O-CH2- or -CH=CH-CH=CH-; Y is selected from O or NH and R6, R7 is selected from the following compounds: or pharmaceutically acceptable salts thereof, process for preparation and a pharmaceutical composition containing the same.

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