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【结 构 式】

【分子编号】35615

【品名】benzyl (2S)-2-[(tert-butoxycarbonyl)amino]pentanoate

【CA登记号】

【 分 子 式 】C17H25NO4

【 分 子 量 】307.38984

【元素组成】C 66.43% H 8.2% N 4.56% O 20.82%

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)

Alkylation of N-Boc-4-(R)-hydroxyproline (I) with 2-(bromomethyl)-naphthalene (II) in the presence of NaH afforded the (naphthylmethyl) ether (III). N-Boc-norvaline (IV) was converted to the benzyl ester (V) by treatment with benzyl bromide and DBU. Subsequent acid cleavage of the Boc group of (V) yielded norvaline benzyl ester (VI). This was coupled with proline derivative (III) using HATU to give the protected dipeptide (VII).

1 Rancourt, J.; Tsantrizos, Y.; Simoneau, B.; Wernic, D.; Poupart, M.-A.; Llinas-Brunet, M. (Boehringer Ingelheim (Canada) Ltd.); Hepatitis C inhibitor peptides. EP 1003775; WO 9907733 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
12912 1-(Bromomethyl)benzene; Alpha-bromotoluene 100-39-0 C7H7Br 详情 详情
(I) 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
(II) 35612 2-(bromomethyl)naphthalene 939-26-4 C11H9Br 详情 详情
(III) 35613 (2S,4R)-1-(tert-butoxycarbonyl)-4-(2-naphthylmethoxy)-2-pyrrolidinecarboxylic acid C21H25NO5 详情 详情
(IV) 35614 (2S)-2-[(tert-butoxycarbonyl)amino]pentanoic acid 53308-95-5 C10H19NO4 详情 详情
(V) 35615 benzyl (2S)-2-[(tert-butoxycarbonyl)amino]pentanoate C17H25NO4 详情 详情
(VI) 35616 benzyl (2S)-2-aminopentanoate C12H17NO2 详情 详情
(VII) 35617 tert-butyl (2S,4R)-2-[([(1S)-1-[(benzyloxy)carbonyl]butyl]amino)carbonyl]-4-(2-naphthylmethoxy)-1-pyrrolidinecarboxylate C33H40N2O6 详情 详情
Extended Information