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【结 构 式】

【分子编号】56075

【品名】(2S,4R)-4-hydroxy-N,N-dimethyl-2-pyrrolidinecarboxamide

【CA登记号】

【 分 子 式 】C7H14N2O2

【 分 子 量 】158.20044

【元素组成】C 53.15% H 8.92% N 17.71% O 20.23%

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:(VII)

Condensation of N-Boc-4-hydroxyproline (V) with dimethylamine using BOP as the coupling reagent furnished amide (VI). The N-Boc protecting group of (VI) was then removed under acidic conditions to yield prolinaminde (VII). Alkylation of (VII) with the chloro oxindole (IV) produced the N-indolyl proline derivative (VIII) as a mixture of diastereoisomers, separable by column chromatography. Finally, indole N acylation in (VIII) by means of 2,4-dimethoxybenzenesulfonyl chloride (IX) in the presence of NaH furnished the target sulfonamide.

1 Wagnon, J.; Tonnerre, B.; Roux, R.; Serradeil-Le Gal, C. (Sanofi-Synthelabo); Novel 1,3-dihydro-2H-indol-2-one derivs., preparation method and pharmaceutical compsns. containing them. EP 1255751; FR 2804114; WO 0155130 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(IV) 56073 3,5-dichloro-3-(2-methoxyphenyl)-1,3-dihydro-2H-indol-2-one C15H11Cl2NO2 详情 详情
(V) 16094 (2S,4R)-1-(tert-butoxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid;1-(tert-butoxycarbonyl)-4®-hydroxy-L-proline;(2S,4R)-1-(tert-butoxycarbonyl)-4-hydroxytetrahydro-1H-pyrrole-2-carboxylic acid 16094 C10H17NO5 详情 详情
(VI) 56074 tert-butyl (2S,4R)-2-[(dimethylamino)carbonyl]-4-hydroxy-1-pyrrolidinecarboxylate C12H22N2O4 详情 详情
(VII) 56075 (2S,4R)-4-hydroxy-N,N-dimethyl-2-pyrrolidinecarboxamide C7H14N2O2 详情 详情
(VIII) 56076 (2S,4R)-1-[5-chloro-3-(2-methoxyphenyl)-2-oxo-2,3-dihydro-1H-indol-3-yl]-4-hydroxy-N,N-dimethyl-2-pyrrolidinecarboxamide C22H24ClN3O4 详情 详情
(IX) 56077 2,4-dimethoxybenzenesulfonyl chloride C8H9ClO4S 详情 详情
Extended Information