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【结 构 式】

【分子编号】61961

【品名】(Z)-2-(2-oxo-1-pyrrolidinyl)-2-butenamide

【CA登记号】

【 分 子 式 】C8H12N2O2

【 分 子 量 】168.19556

【元素组成】C 57.13% H 7.19% N 16.66% O 19.02%

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:(V)

The condensation of 2-pyrrolidone (I) with 2-oxobutyric acid (II) in refluxing toluene gives 2-(2-oxopyrrolidin-1-yl)-2-butenoic acid (III), which is treated with PCl5 in THF to yield the acyl chloride (IV). The reaction of (IV) with dry ammonia affords the corresponding amide (V), which is finally submitted to an asymmetric hydrogenation with H2 over a chiral Rh catalyst to provide the desired chiral butyramide.

1 Michel, P.; Differding, E.; Pasau, P.; Kenda, B.; Lallemand, B.; Matagne, A.; Talaga, P. (UCB SA); 2-Oxo-1-pyrrolidine derivs., processes for preparing them and their uses. WO 0162726; WO 0164637 .
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) 27397 2-Pyrrolidinone 616-45-5 C4H7NO 详情 详情
(II) 48297 2-oxobutyric acid 600-18-0 C4H6O3 详情 详情
(III) 61959 (Z)-2-(2-oxo-1-pyrrolidinyl)-2-butenoic acid C8H11NO3 详情 详情
(IV) 61960 (Z)-2-(2-oxo-1-pyrrolidinyl)-2-butenoyl chloride C8H10ClNO2 详情 详情
(V) 61961 (Z)-2-(2-oxo-1-pyrrolidinyl)-2-butenamide C8H12N2O2 详情 详情
Extended Information