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

(2S)-4-Oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl ester Structure
CAS No.
401564-36-1
Chemical Name:
(2S)-4-Oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl ester
Synonyms
Teneint-G;Tenaligliptin;Teneligptin interMediate B;Teneligliptin Intermediate;Teneligptin interMediate-1;Teneliglitpin intermediates;Teneligliptin Intermediate-1;Ethyl(2)-chloro[(4-methoxyphenyl)hydrazono]ethanoate;(S)-1-Boc-5-(thiazolidine-3-carbonyl)pyrrolidin-3-one;(2S)-4-Oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecar
CBNumber:
CB52651238
Molecular Formula:
C13H20N2O4S
Molecular Weight:
300.37
MOL File:
401564-36-1.mol
MSDS File:
SDS
Modify Date:
2023/11/6 13:03:30

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

Boiling point 492℃
Density 1.305
Flash point 251℃
storage temp. 2-8°C
solubility Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
pka -1.22±0.20(Predicted)
form Solid
color Pale Yellow to Light Yellow

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P305+P351+P338

(2S)-4-Oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl ester Chemical Properties,Uses,Production

Uses

(2S)-4-Oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic Acid 1,1-Dimethylethyl Ester is an intermediate used to prepare dipeptidyl peptidase IV (DPP-IV) inhibitors.

Synthesis

To (2S)-1-tertbutyloxycarbonyl-4-oxa-tetramethyleneimine-2-carboxylic acid (60.0kg), thiazolidine (30.3kg) and the solution of N-diisopropylethylamine (118kg) in ethyl acetate (595kg), adds the solution of 28w% propyl phosphonous acid anhydride (cyclic trimer) in ethyl acetate (446kg) at 2 ℃-7 ℃, and reaction mixture is stirred 2 hours at 2 ℃-4 ℃.To this reaction mixture, add 15w% aqueous citric acid solution (600kg) for distributing, and ethyl acetate for water layer (271kg) is extracted.
The ethyl acetate layer obtaining is mixed, and use successively 10w% ammonium dibasic phosphate aqueous solution (600kg) and water (300kg) washing. Ethyl acetate layer is concentrated into residual quantity 300L, normal heptane (739kg), 23 ℃ of-25 ℃ of interpolations, and is stirred this mixture 1 hour at 23 ℃-25 ℃, and stir 2 hours at 1 ℃-5 ℃.
The crystal of precipitation is collected by filtration, is used normal heptane (164kg) washing drying under reduced pressure to produce (2S)-4-Oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl ester (67.8kg, yield 86%).

synthesis of (2S)-4-Oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl ester

(2S)-4-Oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl ester Preparation Products And Raw materials

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401564-36-1((2S)-4-Oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl ester)Related Search:

(2S)-4-Oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl ester 1-Pyrrolidinecarboxylic acid, 4-oxo-2-(3-thiazolidinylcarbonyl)-, 1,1-diMethylethyl ester, (2S)- (2S)-4-oxo-2-(1,3-thiazolidin-3-ylcarbonyl)pyrrolidine-1-carboxylate (S)-tert-Butyl 4-oxo-2-(thiazolidine-3-carbonyl)pyrrolidine-1-carboxylate (2S)-tert-butyl 4-hydroxy-2-(thiazolidine-3-carbonyl)pyrrolidine-1-carboxylate Teneligptin interMediate B tert-butyl 4-oxo-2-(thiazolidine-3-carbonyl)pyrrolidine-1-carboxylate (2S)-4-Oxo-2-(thiazolidine-3-carbonyl)-pyrrolidine-1-carboxylic acid t-butyl ester (2S)-4-oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidincarbaxilic acid tert-butyl ester (2S)-4-Oxo-2-(thiazolidine-3-carbonyl)-pyrrolidine-1-carboxylic acidtert-butylester Teneligliptin Intermediate-1 Teneligliptin Intermediate (S)-tert-butyl 3-oxo-2-(thiazolidine-3-carbonyl)pyrrolidine-1-carboxylate (S)-tert-butyl 4-oxo-2-(thiazolidine-3-carbonyl)pyrolidine-1-carboxylate Teneint-G tert-butyl(2s)-4-oxo-2-(1,3-thiazolidin-3-yl carbonyl) pyrrolidine-1-carboxylate tert-butyl (2S)-4-oxo-2-(1,3-thiazolidine-3-carbonyl)pyrrolidine-1-carboxylate (S)-1-Boc-5-(thiazolidine-3-carbonyl)pyrrolidin-3-one (2S) -4-oxo-2- (3-thiazolidinylcarbonyl) -1-Pyrrolidinecarboxylic acid tert-butyl ester / triliptin intermediate 3-((S)-1-tert-butoxycarbonyl-4-oxo-2-pyrrolidinylcarbonyl)-1,3-thiazolidine Teneligptin interMediate-1 Tenaligliptin 4-oxo-2-(3-thiazolidinylcarbonyl)-,1,1-dimethylethylester 1-Pyrrolidinecarboxylic acid, 4-oxo-2-(3-thiazolidinylcarbon... tert-butyl (S)-4-oxo-2-(thiazolidine-3-carbonyl)pyrrolidine-1-carboxylate Ethyl(2)-chloro[(4-methoxyphenyl)hydrazono]ethanoate (S)-tert-Butyl4-oxo-2-(thiazolidine-3-carbonyl)pyrrolidine-1-carboxylat Teneliglitpin intermediates Tert-butyl (2S) -4-oxo-2-(1,3-Thiazoldine-3yl carboxyl) pyrrolidine-1-carboxylate (2S) -4-oxo-2- (3-thiazolylcarbonyl) -1-pyrrolidine carboxylate tert butyl ester (2S)-4-oxo-2-(1,3-thiazolidin- 3-yIcarbonyI)pyrroIidine carboxylic acid tert butyl ester Tenteligliptin impurity 1 (2S)-4-Oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic Acid 1,1-Dimethylethyl Ester (2S)-4-Oxo-2-(thiazolidine-3-carbonyl)-pyrrolidine-1-carboxylic acid t-butyl ester ( Boc-Pyrrolidinone) (2S)-4-Oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecar 401564-36-1