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504-78-9 Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 504-78-9 differently. You can refer to the following data:
1. clear colorless liquid
2. Thiazolidines are a class of hetrocyclic organic compounds having a 5 membered saturated ring with a thio ether group at 1 position and an amine group in the 3 position. It is sulfur analogue of oxazolidine. Thiazolidines may be synthesized by a condensation reaction between a thiol and an aldehyde or ketone. It is a reversible reaction. Therefore many thiazolidines are labile towards hydrolysis in aqueous solution. Hydrolysis of the thiazolidine generates the thiol and an aldehyde from which it was synthesized.

Uses

Thiazolidine was used in the synthesis of homogeneous penicillamine disulphide cross-linked polypeptides.

Check Digit Verification of cas no

The CAS Registry Mumber 504-78-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,0 and 4 respectively; the second part has 2 digits, 7 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 504-78:
(5*5)+(4*0)+(3*4)+(2*7)+(1*8)=59
59 % 10 = 9
So 504-78-9 is a valid CAS Registry Number.
InChI:InChI=1/C3H7NS/c1-2-5-3-4-1/h4H,1-3H2/p+1

504-78-9 Well-known Company Product Price

  • Brand
  • (Code)Product description
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  • Detail
  • Alfa Aesar

  • (H26427)  Thiazolidine, 97%   

  • 504-78-9

  • 1g

  • 307.0CNY

  • Detail
  • Alfa Aesar

  • (H26427)  Thiazolidine, 97%   

  • 504-78-9

  • 5g

  • 948.0CNY

  • Detail
  • Aldrich

  • (149691)  Thiazolidine  95%

  • 504-78-9

  • 149691-1G

  • 538.20CNY

  • Detail
  • Aldrich

  • (149691)  Thiazolidine  95%

  • 504-78-9

  • 149691-5G

  • 1,745.64CNY

  • Detail

504-78-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,3-thiazolidine

1.2 Other means of identification

Product number -
Other names thiazolidine acid

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:504-78-9 SDS

504-78-9Synthetic route

formaldehyd
50-00-0

formaldehyd

2-mercaptoethylamine hydrochloride
156-57-0

2-mercaptoethylamine hydrochloride

1,3-thiazolidine
504-78-9

1,3-thiazolidine

formaldehyd
50-00-0

formaldehyd

Cysteamine
60-23-1

Cysteamine

1,3-thiazolidine
504-78-9

1,3-thiazolidine

Conditions
ConditionsYield
With phosphate buffer In water at 25℃; for 0.5h;
formaldehyd
50-00-0

formaldehyd

Cysteamine
60-23-1

Cysteamine

A

1,3-thiazolidine
504-78-9

1,3-thiazolidine

B

4,5-dihydro-thiazole
504-79-0

4,5-dihydro-thiazole

Conditions
ConditionsYield
With phosphate buffer at 25℃; for 0.5h; Mechanism; var. buffer systems; var. aldehydes; also in the presence of ethanol;
1,3-thiazolidine
504-78-9

1,3-thiazolidine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

tert-butyl thiazolidine-3-carboxylate
148312-55-4

tert-butyl thiazolidine-3-carboxylate

Conditions
ConditionsYield
In tetrahydrofuran; water at 20℃; for 20h;100%
In tetrahydrofuran; water at 20℃; for 20h; Schlenk technique;99%
With dmap In acetonitrile for 3h; Ambient temperature;89%
In 1,4-dioxane; water86.2%
1,3-thiazolidine
504-78-9

1,3-thiazolidine

2,6-Dichloro-4-morpholino-1,3,5-triazine
6601-22-5

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

2-chloro-4-morpholino-6-(3-thiazolidinyl)-1,3,5-triazine

2-chloro-4-morpholino-6-(3-thiazolidinyl)-1,3,5-triazine

Conditions
ConditionsYield
With potassium carbonate In water; N,N-dimethyl-formamide a) -5 deg C, 2 h, b) RT, 20 h;97%
With potassium carbonate In hexane; ethyl acetate; N,N-dimethyl-formamide97.2%
1,3-thiazolidine
504-78-9

1,3-thiazolidine

(S)-[1-(3-hydroxyadamantan-1-yl)-2-oxo-2-pyrrolidin-1-ylethyl]-carbamic acid tert-butyl ester
841302-34-9

(S)-[1-(3-hydroxyadamantan-1-yl)-2-oxo-2-pyrrolidin-1-ylethyl]-carbamic acid tert-butyl ester

(S)-[1-(3-hydroxyadamantan-1-yl)-2-oxo-2-thiazolidin-3-ylethyl]-carbamic acid tert-butyl ester
841302-35-0

(S)-[1-(3-hydroxyadamantan-1-yl)-2-oxo-2-thiazolidin-3-ylethyl]-carbamic acid tert-butyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In DMF (N,N-dimethyl-formamide) at 0℃; for 22h;95.7%
1,3-thiazolidine
504-78-9

1,3-thiazolidine

benzoyl chloride
98-88-4

benzoyl chloride

N-benzoyl-1,3-thiazolidine
941599-07-1

N-benzoyl-1,3-thiazolidine

Conditions
ConditionsYield
In dichloromethane at 0℃; for 0.75h;95%
1,3-thiazolidine
504-78-9

1,3-thiazolidine

2-chloro-5-cyano-6-ethoxy-4-phenylpyridine-3-carboxaldehyde
143815-60-5

2-chloro-5-cyano-6-ethoxy-4-phenylpyridine-3-carboxaldehyde

2-Ethoxy-5-formyl-4-phenyl-6-thiazolidin-3-yl-nicotinonitrile
143815-68-3

2-Ethoxy-5-formyl-4-phenyl-6-thiazolidin-3-yl-nicotinonitrile

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran for 0.166667h; Heating;93%
1,3-thiazolidine
504-78-9

1,3-thiazolidine

trifluoroacetic acid
76-05-1

trifluoroacetic acid

N-Boc pyroglutamic acid-Wang resin

N-Boc pyroglutamic acid-Wang resin

(S)-2-Amino-5-oxo-5-thiazolidin-3-yl-pentanoic acid; compound with trifluoro-acetic acid

(S)-2-Amino-5-oxo-5-thiazolidin-3-yl-pentanoic acid; compound with trifluoro-acetic acid

Conditions
ConditionsYield
Stage #1: 1,3-thiazolidine; N-Boc pyroglutamic acid-Wang resin In tetrahydrofuran Addition;
Stage #2: trifluoroacetic acid In water for 2.5h; Hydrolysis;
93%
1,3-thiazolidine
504-78-9

1,3-thiazolidine

(S)-tert-butoxycarbonylamino-(trans-4-hydroxy-cyclohexyl)-acetic acid
336870-02-1

(S)-tert-butoxycarbonylamino-(trans-4-hydroxy-cyclohexyl)-acetic acid

(S)-[1-(4-hydroxy-cyclohexyl)-2-oxo-2-thiazolidin-3-yl-ethyl]-carbamic acid tert-butyl ester

(S)-[1-(4-hydroxy-cyclohexyl)-2-oxo-2-thiazolidin-3-yl-ethyl]-carbamic acid tert-butyl ester

Conditions
ConditionsYield
Stage #1: (S)-tert-butoxycarbonylamino-(trans-4-hydroxy-cyclohexyl)-acetic acid With 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine In Isopropyl acetate at 0℃; for 2h;
Stage #2: 1,3-thiazolidine In Isopropyl acetate at 0 - 20℃; for 18h;
93%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 20℃; for 12h;
1,3-thiazolidine
504-78-9

1,3-thiazolidine

3-((2R,3S,4R,5R,6R)-3,4,5-Triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-propionic acid pentafluorophenyl ester
682349-94-6

3-((2R,3S,4R,5R,6R)-3,4,5-Triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yl)-propionic acid pentafluorophenyl ester

Acetic acid (2R,3R,4R,5S,6R)-3,5-diacetoxy-2-acetoxymethyl-6-(3-oxo-3-thiazolidin-3-yl-propyl)-tetrahydro-pyran-4-yl ester

Acetic acid (2R,3R,4R,5S,6R)-3,5-diacetoxy-2-acetoxymethyl-6-(3-oxo-3-thiazolidin-3-yl-propyl)-tetrahydro-pyran-4-yl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0℃;92%
1,3-thiazolidine
504-78-9

1,3-thiazolidine

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

N-(4-nitrobenzoyl)-1,3-thiazolidine

N-(4-nitrobenzoyl)-1,3-thiazolidine

Conditions
ConditionsYield
In dichloromethane at 0℃; for 0.75h;92%
With triethylamine In dichloromethane
1,3-thiazolidine
504-78-9

1,3-thiazolidine

(E)-β-methylcinnamaldehyde
1196-67-4, 21878-52-4, 21866-70-6

(E)-β-methylcinnamaldehyde

(R)-3-phenyl-1-(thiazolidin-3-yl)butan-1-one

(R)-3-phenyl-1-(thiazolidin-3-yl)butan-1-one

Conditions
ConditionsYield
Stage #1: (E)-β-methylcinnamaldehyde With 1,4-diaza-bicyclo[2.2.2]octane; 1H-imidazole; BF4(1-)*C21H22N3O(1+); 1,1'-biphenyl-2,2'-diyl hydrogen phosphate In toluene at 40℃; for 14h; Molecular sieve; Sealed tube; Inert atmosphere;
Stage #2: 1,3-thiazolidine In toluene at 20℃; for 10h; Molecular sieve; Sealed tube; Inert atmosphere; enantioselective reaction;
92%
1,3-thiazolidine
504-78-9

1,3-thiazolidine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

1-aminocyclohexanecarboxylic acid benzyl ester
102373-23-9

1-aminocyclohexanecarboxylic acid benzyl ester

1-[[(3-thiazolidinylcarbonyl)]amino]cyclohexanecarboxylic acid benzyl ester

1-[[(3-thiazolidinylcarbonyl)]amino]cyclohexanecarboxylic acid benzyl ester

Conditions
ConditionsYield
Stage #1: di-tert-butyl dicarbonate; 1-aminocyclohexanecarboxylic acid benzyl ester With dmap In dichloromethane at 20℃; for 0.666667h;
Stage #2: 1,3-thiazolidine With triethylamine In dichloromethane at 20℃; for 19h;
91%
1,3-thiazolidine
504-78-9

1,3-thiazolidine

propargyl bromide
106-96-7

propargyl bromide

thiazolidino-3 propyne-1
85670-81-1

thiazolidino-3 propyne-1

Conditions
ConditionsYield
With sodium carbonate90%
With potassium carbonate In N,N-dimethyl-formamide at 110℃; for 4h;
1,3-thiazolidine
504-78-9

1,3-thiazolidine

N-(4-chloro-6-methyl-pyrimidin-2-yl)-N'-(3-trifluoromethyl-phenyl)-guanidine

N-(4-chloro-6-methyl-pyrimidin-2-yl)-N'-(3-trifluoromethyl-phenyl)-guanidine

N-(4-methyl-6-thiazolidin-3-yl-pyrimidin-2-yl)-N'-(3-trifluoromethyl-phenyl)-guanidine

N-(4-methyl-6-thiazolidin-3-yl-pyrimidin-2-yl)-N'-(3-trifluoromethyl-phenyl)-guanidine

Conditions
ConditionsYield
With potassium carbonate In 1,4-dioxane at 100℃; for 16h;90%
1,3-thiazolidine
504-78-9

1,3-thiazolidine

(2S,3R)-3-benzyloxycarbonylamino-2-hydroxy-4-phenyl-butanoic acid
59969-65-2

(2S,3R)-3-benzyloxycarbonylamino-2-hydroxy-4-phenyl-butanoic acid

(2S,3R)-3-benzyloxycarbonylamino-2-hydroxy-4-phenylbutanoic acid thiazolidide

(2S,3R)-3-benzyloxycarbonylamino-2-hydroxy-4-phenylbutanoic acid thiazolidide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 4 - 20℃;90%
1,3-thiazolidine
504-78-9

1,3-thiazolidine

(S)-3-(4-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)phenyl)-2-((tert-butoxycarbonyl)amino)propanoic acid
114346-31-5

(S)-3-(4-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)phenyl)-2-((tert-butoxycarbonyl)amino)propanoic acid

C32H35N3O5S
937207-80-2

C32H35N3O5S

Conditions
ConditionsYield
With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In tetrahydrofuran at 0 - 20℃; for 8h;90%
1,3-thiazolidine
504-78-9

1,3-thiazolidine

(S)-1-tert-butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate
102195-80-2

(S)-1-tert-butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate

(2S)-4-oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl ester
401564-36-1

(2S)-4-oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl ester

Conditions
ConditionsYield
With acetic acid In methanol at 0 - 30℃; for 2.5h; Large scale;90%
1,3-thiazolidine
504-78-9

1,3-thiazolidine

(R)-7-[3-tertbutoxycarbonylamino-4-(2,4,5-tri-fluorophenyl)butyryl]-3-trifluoromethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine-1-carboxylic acid
1174039-19-0

(R)-7-[3-tertbutoxycarbonylamino-4-(2,4,5-tri-fluorophenyl)butyryl]-3-trifluoromethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine-1-carboxylic acid

(R)-[3-oxo-3-[1-(thiazolidine-3-carbonyl)-3-trifluoromethyl-5,6-dihydro-8H-imidazo[1,5-a]pyrazin-7-yl]-1-(2,4,5-trifluoro-benzyl)-propyl]-carbamic acid tert-butyl ester
1174039-38-3

(R)-[3-oxo-3-[1-(thiazolidine-3-carbonyl)-3-trifluoromethyl-5,6-dihydro-8H-imidazo[1,5-a]pyrazin-7-yl]-1-(2,4,5-trifluoro-benzyl)-propyl]-carbamic acid tert-butyl ester

Conditions
ConditionsYield
With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine In dichloromethane at 20℃; for 2h;89%
1,3-thiazolidine
504-78-9

1,3-thiazolidine

carbon disulfide
75-15-0

carbon disulfide

2,3-bis(chloromethyl)-1,4-naphthoquinone
31581-11-0

2,3-bis(chloromethyl)-1,4-naphthoquinone

3-(thiazolidin-3-carbothioyl)thiomethyl-(1,4-dioxo-1,4-dihydronaphthalene-2-yl)methyl thiazolidin-3-carbodithioate

3-(thiazolidin-3-carbothioyl)thiomethyl-(1,4-dioxo-1,4-dihydronaphthalene-2-yl)methyl thiazolidin-3-carbodithioate

Conditions
ConditionsYield
Stage #1: 1,3-thiazolidine; carbon disulfide In acetonitrile at 20℃; for 0.5h;
Stage #2: 2,3-bis(chloromethyl)-1,4-naphthoquinone In acetonitrile at 20℃; for 48h;
88.8%
1,3-thiazolidine
504-78-9

1,3-thiazolidine

1-Naphthylacetyl-thioproline
88329-34-4, 122230-50-6

1-Naphthylacetyl-thioproline

(1-Naphthyl)acetyl-Thiopro-thiazolidine
122230-45-9

(1-Naphthyl)acetyl-Thiopro-thiazolidine

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide88%
1,3-thiazolidine
504-78-9

1,3-thiazolidine

(3S)-2-tert-butoxycarbonyl-1,2,3,4-tetrahydroisoquinole-3-carboxylic acid
115962-35-1, 144069-68-1, 78879-20-6

(3S)-2-tert-butoxycarbonyl-1,2,3,4-tetrahydroisoquinole-3-carboxylic acid

3-(thiazolidine-3-carbonyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester
460086-07-1

3-(thiazolidine-3-carbonyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In dichloromethane; N,N-dimethyl-formamide at 20℃; for 1.5h;88%
1,3-thiazolidine
504-78-9

1,3-thiazolidine

phenylbutyric acid chloride
18496-54-3

phenylbutyric acid chloride

N-(4-phenylbutanoyl)thiazolidine
127401-86-9

N-(4-phenylbutanoyl)thiazolidine

Conditions
ConditionsYield
With sodium chloride; triethylamine In dichloromethane88%
1,3-thiazolidine
504-78-9

1,3-thiazolidine

S-6-bromohexanoic acid N-α-methylbenzylamide
78461-93-5

S-6-bromohexanoic acid N-α-methylbenzylamide

S-6-(3-thiazolidinyl)hexanoic acid N-α-methylbenzylamide
78461-95-7

S-6-(3-thiazolidinyl)hexanoic acid N-α-methylbenzylamide

Conditions
ConditionsYield
With triethylamine In isopropyl alcohol for 6h; Heating;87%
1,3-thiazolidine
504-78-9

1,3-thiazolidine

R-6-bromohexanoic acid N-α-methylbenzylamide
78461-92-4

R-6-bromohexanoic acid N-α-methylbenzylamide

R-6-(3-thiazolidinyl)hexanoic acid N-α-methylbenzylamide
78461-94-6

R-6-(3-thiazolidinyl)hexanoic acid N-α-methylbenzylamide

Conditions
ConditionsYield
With triethylamine In isopropyl alcohol for 6h; Heating;87%
1,3-thiazolidine
504-78-9

1,3-thiazolidine

(2S,4S)-1-tert-butoxycarbonyl-4-ethoxycarbonyl-2-pyrrolidinecarboxylic acid
898273-26-2

(2S,4S)-1-tert-butoxycarbonyl-4-ethoxycarbonyl-2-pyrrolidinecarboxylic acid

1-tert-butyl 3-ethyl (3S,5S)-5-(1,3-thiazolidin-3-ylcarbonyl)-1,3-pyrrolidinedicarboxylate
1019637-84-3

1-tert-butyl 3-ethyl (3S,5S)-5-(1,3-thiazolidin-3-ylcarbonyl)-1,3-pyrrolidinedicarboxylate

Conditions
ConditionsYield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 19h;86%
1,3-thiazolidine
504-78-9

1,3-thiazolidine

Boc-Cys(Npys)-OH

Boc-Cys(Npys)-OH

C17H24N4O5S3

C17H24N4O5S3

Conditions
ConditionsYield
With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In tetrahydrofuran at 0 - 20℃; for 4h;86%
1,3-thiazolidine
504-78-9

1,3-thiazolidine

N-tert-butoxycarbonyl-4-oxo-L-proline
84348-37-8

N-tert-butoxycarbonyl-4-oxo-L-proline

(2S)-4-oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl ester
401564-36-1

(2S)-4-oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl ester

Conditions
ConditionsYield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In ethyl acetate at 2 - 7℃; for 2h; Large scale;86%
Stage #1: N-tert-butoxycarbonyl-4-oxo-L-proline With pivaloyl chloride; N-ethyl-N,N-diisopropylamine In ethyl acetate at 10℃; for 0.5h; Large scale;
Stage #2: 1,3-thiazolidine In ethyl acetate at 0 - 10℃; for 1h; Reagent/catalyst; Temperature; Solvent; Large scale;
86%
Stage #1: N-tert-butoxycarbonyl-4-oxo-L-proline With dicyclohexyl-carbodiimide In toluene at -10 - -5℃;
Stage #2: 1,3-thiazolidine With dmap In toluene at -6 - 5℃; for 1.33333h;
81.7%
With dmap; dicyclohexyl-carbodiimide In toluene at -6 - 5℃; for 1.33333h;81.7%
Stage #1: N-tert-butoxycarbonyl-4-oxo-L-proline With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In toluene at 0℃; for 3h; Large scale;
Stage #2: 1,3-thiazolidine With dmap at 0℃; for 2h; Reagent/catalyst; Large scale;
50 kg
1,3-thiazolidine
504-78-9

1,3-thiazolidine

benzene 1,3-dicarboxylic acid monomethyl ester
1877-71-0

benzene 1,3-dicarboxylic acid monomethyl ester

methyl 3-(thiazolidine-3-carbonyl)benzoate

methyl 3-(thiazolidine-3-carbonyl)benzoate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 18h;85%
1,3-thiazolidine
504-78-9

1,3-thiazolidine

C18H18N2O5S

C18H18N2O5S

C21H23N3O4S2

C21H23N3O4S2

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; for 24h;83%
1,3-thiazolidine
504-78-9

1,3-thiazolidine

α-bromoacetophenone
70-11-1

α-bromoacetophenone

3-(benzoylmethyl)thiazolidine
133914-09-7

3-(benzoylmethyl)thiazolidine

Conditions
ConditionsYield
With potassium carbonate In ethanol82%
1,3-thiazolidine
504-78-9

1,3-thiazolidine

(S)-{trans-4-[(3-amino-pyrazine-2-carbonyl)-amino]-cyclohexyl}-tert-butoxycarbonylamino-acetic acid
867212-43-9

(S)-{trans-4-[(3-amino-pyrazine-2-carbonyl)-amino]-cyclohexyl}-tert-butoxycarbonylamino-acetic acid

(S)-(1-{trans-4-[(3-amino-pyrazine-2-carbonyl)-amino]-cyclohexyl}-2-oxo-2-thiazolidin-3-yl-ethyl)-carbamic acid tert-butyl ester
867212-44-0

(S)-(1-{trans-4-[(3-amino-pyrazine-2-carbonyl)-amino]-cyclohexyl}-2-oxo-2-thiazolidin-3-yl-ethyl)-carbamic acid tert-butyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 4h;82%

504-78-9Relevant articles and documents

-

Guiliano et al.

, p. 329,333,334 (1975)

-

Structural determination and odor characterization of N-(2-mercaptoethyl)-1,3-thiazolidine, a new intense popcorn-like-smelling odorant

Engel, Wolfgang,Schieberle, Peter

, p. 5391 - 5393 (2002)

The chemical structure of a novel, roasty, popcorn-like-smelling aroma compound formed from the reaction of fructose with cysteamine was studied by high-resolution mass spectrometry and nuclear magnetic resonance experiments. The structure of N-(2-mercaptoethyl)-1,3-thiazolidine exhibiting the extremely low odor threshold of 0.005 ng/L in air was finally confirmed by synthesis.

Facile synthesis of a family of H8BINOL-amine compounds and catalytic asymmetric arylzinc addition to aldehydes

Deberardinis, Albert M.,Turlington, Mark,Ko, Jason,Sole, Laura,Pu, Lin

experimental part, p. 2836 - 2850 (2010/08/05)

A family of optically active H8BINOL-AM compounds containing 3,3′-bis-tertiary amine substituents are synthesized by using a one-step reaction of H8BINOL with amino methanols that were in situ generated from various cyclic or acyclic secondary amines and paraformaldehyde. The H 8BINOL-AM compounds are used to catalyze the reaction of functional arylzincs, in situ prepared from the reaction of aryliodides with ZnEt 2, with aldehydes to produce chiral diaryl carbinols and a few arylalkyl carbinols. Through this study, highly enantioselective catalysts were identified. It was found that the H8BINOL-AM compounds with sterically less congested cyclic or acyclic amino methyl substituents were more enantioselective than those with more bulky substituents. The pyrrolidinyl derivative (S)-12 in most cases showed greater enantioselectivity than other H8BINOL-AM compounds, especially for the challenging ortho-substituted aromatic aldehydes. A H8BINOL-AM with 3,3′-bis-sec-amine substituents, prepared by a multistep method, was also used to catalyze the arylzinc addition to aldehydes, but it showed enantioselectivity lower than that of the compounds with tertiary amine groups. It was found for the first time that an aryl bromide, 2-bromothiophene, could be used to prepare an arylzinc reagent by reaction with ZnEt2. The addition of this heteroarylzinc reagent to an aldehyde in the presence of (S)-12 proceeded with good enantioselectivity.

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