(2R)-3-cyclobutyl-2-[(3S,4R)-3-(3-fluorophenyl)-4-formylpyrrolidinyl]propanoic acid -Drug Synthesis Database

【结构式】

【分子编号】64005

【品名】(2R)-3-cyclobutyl-2-[(3S,4R)-3-(3-fluorophenyl)-4-formylpyrrolidinyl]propanoic acid

【CA登记号】

【分子式】C₁₈H₂₂FNO₃

【分子量】319.3760232

【元素组成】C 67.69% H 6.94% F 5.95% N 4.39% O 15.03%

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：(XXX)

Catalytic hydrogenolysis of the benzyl ester (XXI) affords the carboxylic acid (XXX). The aldehyde-acid (XXX) is then reductively aminated with piperidine (XXIX) in the presence of NaBH(OAc)3 to produce the title compound. (1,2)

参考文献中间体

合成目标

【1】 1,3,4 Trisubstituted pyrrolidine CCR5 receptor antagonists bearing 4-aminoheterocycle substituted piperidine side chains. Bioorg Med Chem Lett 2003, 13, 3, 427.
【2】 Mills, S.G.; Kim, D.; Hale, J.; MacCoss, M.; Berk, S.; Chapman, K.; Lynch, C.; Caldwell, C.; Willoughby, C.; Kim, R.M. (Merck & Co., Inc.); Pyrrolidine modulators of chemokine receptor activity. US 6498161; WO 0059498 .

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(XXI)	63998	benzyl (2R)-3-cyclobutyl-2-[(3S,4R)-3-(3-fluorophenyl)-4-formylpyrrolidinyl]propanoate	C₂₅H₂₈FNO₃	详情	详情
(XXIX)	64004	N-(4-piperidinyl)-N-propyl-5-(trifluoromethyl)-2-pyrimidinamine; N-(4-piperidinyl)-N-propyl-N-[5-(trifluoromethyl)-2-pyrimidinyl]amine	C₁₃H₁₉F₃N₄	详情	详情
(XXX)	64005	(2R)-3-cyclobutyl-2-[(3S,4R)-3-(3-fluorophenyl)-4-formylpyrrolidinyl]propanoic acid	C₁₈H₂₂FNO₃	详情	详情

Extended Information