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【结 构 式】

【分子编号】48205

【品名】2-[[((1R)-1-[[(benzyloxy)carbonyl]amino]-2-phenylethyl)(hydroxy)phosphoryl]methyl]acrylic acid

【CA登记号】

【 分 子 式 】C20H22NO6P

【 分 子 量 】403.371582

【元素组成】C 59.55% H 5.5% N 3.47% O 23.8% P 7.68%

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:(II)

The title compound was prepared starting from the phosphinic dipeptide (I). Deprotection of the tert-butyl ester of (I) under acidic conditions afforded the carboxylic acid (II). This was then coupled with tryptophan amide (III) using EDC and HOBt to produce (IV). Finally, conjugate addition of 2-naphthalenethiol (V) to (IV) in the presence of NaOEt furnished the target thioether.

1 Matziari, M.; Georgiadis, D.; Dive, V.; Yiotakis, A.; Convenient synthesis and diversification of dehydroalaninyl phosphinic peptide analogues. Org Lett 2001, 3, 5, 659.
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) 48204 (1R)-1-[[(benzyloxy)carbonyl]amino]-2-phenylethyl[2-(tert-butoxycarbonyl)-2-propenyl]phosphinic acid C24H30NO6P 详情 详情
(II) 48205 2-[[((1R)-1-[[(benzyloxy)carbonyl]amino]-2-phenylethyl)(hydroxy)phosphoryl]methyl]acrylic acid C20H22NO6P 详情 详情
(III) 48206 (2S)-2-amino-3-(1H-indol-3-yl)propanamide C11H13N3O 详情 详情
(IV) 48207 2-([[(1S)-2-amino-1-(1H-indol-3-ylmethyl)-2-oxoethyl]amino]carbonyl)-2-propenyl((1R)-1-[[(benzyloxy)carbonyl]amino]-2-phenylethyl)phosphinic acid C31H33N4O6P 详情 详情
(V) 15234 2-Naphthalenethiol; 2-Naphthylhydrosulfide 91-60-1 C10H8S 详情 详情
Extended Information