ethyl 7-[(2R)-2-(hydroxymethyl)-5-oxopyrrolidinyl]heptanoate -Drug Synthesis Database

【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

参考文献中间体

合成目标

【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