|
【结 构 式】 
|
【分子编号】12906 【品名】ethyl (4R)-3-[[(2S)-5-oxopyrrolidinyl]carbonyl]-1,3-thiazolidine-4-carboxylate 【CA登记号】 |
【 分 子 式 】C11H16N2O4S 【 分 子 量 】272.32512 【元素组成】C 48.52% H 5.92% N 10.29% O 23.5% S 11.77% |
与该中间体有关的原料药合成路线共 1 条
合成路线1
该中间体在本合成路线中的序号：(III)Two new related routes for the synthesis of pidotimod have been reported: 1) The condensation of L-pyroglutamic acid (I) with L-thiazolidine-4-carboxylic acid ethyl ester (II) by means of dicyclohexylcarbodiimide (DCC) in methylene chloride gives the corresponding dipeptide ethyl ester (III), which is saponified with aqueous 1N NaOH. 2) By condensation of the activated ester L-pyroglutamic acid pentachlorophenyl ester (IV) with L-thiazolidine-4-carboxylic acid (V) by means of triethylamine in DMF.
| 【1】 Signorelli, G.; Magni, A.; Bocchiola, G.; Synthesis and preliminary pharmacological evaluation of pidotimod, its enantiomer, diastereomers and carboxamido derivatives. Arzneim-Forsch Drug Res 1994, 44, 12a, 1402. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 12085 | (2R)-5-Oxotetrahydro-1H-pyrrole-2-carboxylic acid; 5-Oxo-D-proline; D-Pyroglutamic acid; (R)-(+)-2-Pyrrolidone-5-carboxylic acid | 4042-36-8 | C5H7NO3 | 详情 | 详情 |
| (II) | 12900 | ethyl (4R)-1,3-Thiazolidine-4-carboxylate hydrochloride | C6H12ClNO2S | 详情 | 详情 | |
| (III) | 12906 | ethyl (4R)-3-[[(2S)-5-oxopyrrolidinyl]carbonyl]-1,3-thiazolidine-4-carboxylate | C11H16N2O4S | 详情 | 详情 | |
| (IV) | 12907 | L-Pyroglutamic acid pentachlorophenyl ester; 2,3,4,5,6-pentachlorophenyl (2S)-5-oxo-2-pyrrolidinecarboxylate | 28990-85-4 | C11H6Cl5NO3 | 详情 | 详情 |
| (V) | 12899 | L-(-)-Thiazolidine-4-carboxylic acid; (4R)-1,3-Thiazolidine-4-carboxylic acid; (R)-(-)-Thiazolidine-4-carboxylic acid | 34592-47-7 | C4H7NO2S | 详情 | 详情 |
Extended Information