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| (2S)-4-Oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl ester Basic information |
Product Name: | (2S)-4-Oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl ester | Synonyms: | (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 | CAS: | 401564-36-1 | MF: | C13H20N2O4S | MW: | 300.37 | EINECS: | 813-401-8 | Product Categories: | | Mol File: | 401564-36-1.mol | ![(2S)-4-Oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl ester Structure](CAS/20150408/GIF/401564-36-1.gif) |
| (2S)-4-Oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl ester Chemical Properties |
Boiling point | 492℃ | density | 1.305 | Fp | 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 |
| (2S)-4-Oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl ester Usage And Synthesis |
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 synthesis of (2S)-4-Oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl ester](/NewsImg/2023-11-06/6383486864085352328302123.png)
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| (2S)-4-Oxo-2-(3-thiazolidinylcarbonyl)-1-pyrrolidinecarboxylic acid tert-butyl ester Preparation Products And Raw materials |
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