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【结 构 式】

【分子编号】60583

【品名】ethyl 7-[(2R)-2-(hydroxymethyl)-5-oxopyrrolidinyl]heptanoate

【CA登记号】

【 分 子 式 】C14H25NO4

【 分 子 量 】271.35684

【元素组成】C 61.97% H 9.29% N 5.16% O 23.58%

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:(IV)

Alkylation of (R)-5-(t-butyldimethylsilyloxymethyl)pyrrolidin-2-one (I) with ethyl 7-bromoheptanoate (II) affords the pyrrolidone-ester (III). After removal of the silyl protecting group of (III) with tetrabutylammonium fluoride, the resultant alcohol (IV) is oxidized to aldehyde (V) under modified Swern conditions, using DMSO/EDC

1 Cameron, K.O.; Crawford, D.T.; DaSilva-Jardine, P.; et al.; Discovery and bone anabolic activity of highly selective EP4 receptor prostaglandin E2 (PGE2) agonists. 224th ACS Natl Meet (Aug 18 2002, Boston) 2002, Abst MEDI 307.
2 Thompson, D.D.; Lefker, B.A.; Cameron, K.O.; Ke, H.Z. (Pfizer Products Inc.); EP4 receptor selective agonists in the treatment of osteoporosis. EP 1110949; JP 2001181210; WO 0146140 .
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) 60581 (5R)-5-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-pyrrolidinone C11H23NO2Si 详情 详情
(II) 36428 ethyl 7-bromoheptanoate 29823-18-5 C9H17BrO2 详情 详情
(III) 60582 ethyl 7-[(2R)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-5-oxopyrrolidinyl]heptanoate C20H39NO4Si 详情 详情
(IV) 60583 ethyl 7-[(2R)-2-(hydroxymethyl)-5-oxopyrrolidinyl]heptanoate C14H25NO4 详情 详情
(V) 60584 ethyl 7-[(2R)-2-formyl-5-oxopyrrolidinyl]heptanoate C14H23NO4 详情 详情
Extended Information