ChemicalBook > CAS DataBase List > (2S)-4-Oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl ester

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

Product Name
(2S)-4-Oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl ester
CAS No.
401564-36-1
Chemical Name
(2S)-4-Oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl ester
Synonyms
Teneint-G;Tenaligliptin;Teneligliptin Impurity 22;Teneligliptin Impurity 24;Teneligptin interMediate B;Teneligliptin Intermediate;Teneligptin interMediate-1;Teneliglitpin intermediates;Teneligliptin Intermediate-1;Ethyl(2)-chloro[(4-methoxyphenyl)hydrazono]ethanoate
CBNumber
CB52651238
Molecular Formula
C13H20N2O4S
Formula Weight
300.37
MOL File
401564-36-1.mol
More
Less

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

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
InChI
InChI=1S/C13H20N2O4S/c1-13(2,3)19-12(18)15-7-9(16)6-10(15)11(17)14-4-5-20-8-14/h10H,4-8H2,1-3H3/t10-/m0/s1
InChIKey
ULXKZRPRLJGLDM-JTQLQIEISA-N
SMILES
N1(C(OC(C)(C)C)=O)CC(=O)C[C@H]1C(N1CCSC1)=O
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

More
Less

N-Bromosuccinimide Price

TRC
Product number
O870490
Product name
(2S)-4-Oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylicAcid1,1-DimethylethylEster
Packaging
500mg
Price
$245
Updated
2021/12/16
Ark Pharm
Product number
P000099749
Product name
(S)-tert-Butyl 4-oxo-2-(thiazolidine-3-carbonyl)pyrrolidine-1-carboxylate
Purity
95+%
Packaging
500g
Price
$563
Updated
2021/12/16
Ark Pharm
Product number
P000099749
Product name
(S)-tert-Butyl 4-oxo-2-(thiazolidine-3-carbonyl)pyrrolidine-1-carboxylate
Purity
95+%
Packaging
1g
Price
$7
Updated
2021/12/16
Ark Pharm
Product number
P000099749
Product name
(S)-tert-Butyl 4-oxo-2-(thiazolidine-3-carbonyl)pyrrolidine-1-carboxylate
Purity
95+%
Packaging
5g
Price
$20
Updated
2021/12/16
Ark Pharm
Product number
P000099749
Product name
(S)-tert-Butyl 4-oxo-2-(thiazolidine-3-carbonyl)pyrrolidine-1-carboxylate
Purity
95+%
Packaging
10g
Price
$34
Updated
2021/12/16
More
Less

(2S)-4-Oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl ester Chemical Properties,Usage,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%).

References

[1] Patent: CN103649055, 2016, B. Location in patent: Paragraph 0144-0147
[2] Patent: WO2015/19238, 2015, A1. Location in patent: Page/Page column 9; 10
[3] Patent: WO2016/79699, 2016, A1. Location in patent: Page/Page column 12

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

Raw materials

Preparation Products

More
Less

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

Inner Mongolia Slanke Pharm-Tech Co., Ltd
Tel
0479-2224266; 15047962002
Email
1304140798@qq.com
Country
China
ProdList
73
Advantage
58
Nanjing Yunzhi Xinhe Biotechnology Co., Ltd
Tel
18115209001
Email
3425423740@qq.com
Country
China
ProdList
53
Advantage
58
SHANGHAI SAGACHEM CO., LTD.
Tel
021-68404722 13816115801
Email
david_si@shjlchem.com
Country
China
ProdList
211
Advantage
58
Shanghai Haohong Pharmaceutical Co., Ltd.
Tel
400-8210725 400821072
Fax
021-58955996
Email
malulu@leyan.com
Country
China
ProdList
25000
Advantage
58
Jia Xing Isenchem Co.,Ltd
Tel
0573-85285100 18627885956
Fax
0573-85285100
Email
isenchem@163.com
Country
China
ProdList
9310
Advantage
66
Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696
Email
info@hanhongsci.com
Country
China
ProdList
42934
Advantage
64
ZhengZhou HuaWen Chemical Co.Ltd
Tel
0370-2785118 17550508557
Fax
QQ:3470079902
Email
675141927@qq.com
Country
China
ProdList
3199
Advantage
55
Chengdu Yuyang High-Tech Developing Co., Ltd
Tel
+86-28-61777709
Fax
+86-28-61777709
Email
yygk@yygk.com
Country
China
ProdList
69
Advantage
58
Cangzhou Senary Chemical Science-tech Co., Ltd
Tel
+86-317-3563899
Fax
+86-317-3563199
Email
trade@senary.com
Country
China
ProdList
98
Advantage
56
ShangHai YingYi Chemical Technology Co., Ltd.
Tel
86-21-50700185 13764109623
Fax
86-21-50700185
Email
sale@inyelchem.com
Country
China
ProdList
178
Advantage
55
More
Less

View Lastest Price from (2S)-4-Oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl ester manufacturers

Qiuxian Baitai New Material Co., LTD
Product
(2S)-4-Oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl ester 401564-36-1
Price
US $15.00/KG
Min. Order
1KG
Purity
≥98%
Supply Ability
100tons
Release date
2021-12-20
Longyan Tianhua Biological Technology Co., Ltd
Product
(2S)-4-Oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl ester 401564-36-1
Price
US $9.00/KG
Min. Order
25KG
Purity
99.99
Supply Ability
999
Release date
2020-10-24
Chemwill Asia Co.,Ltd.
Product
(2S)-4-Oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl ester 401564-36-1
Price
US $1.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
High quality Factory
Release date
2019-04-05

401564-36-1, (2S)-4-Oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl esterRelated 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
  • (2S)-4-Oxo-2-(thiazolidine-3-carbonyl)-pyrrolidine-1-carboxylic acid t-butyl ester ( Boc-Pyrrolidinone)
  • (2S)-4-Oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecar
  • Teneligliptin Impurity 22
  • Tenteligliptin impurity 1 (2S)-4-Oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic Acid 1,1-Dimethylethyl Ester
  • Teneligliptin Impurity 24
  • 401564-36-1