ethyl 3-[(2-{[(tert-butoxycarbonyl)amino]methyl}phenethyl)amino]propanoate -Drug Synthesis Database

【结构式】

【分子编号】64219

【品名】ethyl 3-[(2-{[(tert-butoxycarbonyl)amino]methyl}phenethyl)amino]propanoate

【CA登记号】

【分子式】C₁₉H₃₀N₂O₄

【分子量】350.45828

【元素组成】C 65.12% H 8.63% N 7.99% O 18.26%

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：(XXVIII)

In a related synthesis of (XXV) starting from the mono-protected diamine (XXVI), alkylation with ethyl 3-bromopropionate (XXVII) leads to amino ester (XXVIII), which is further protected as the di-Boc derivative (XXIX). Reduction of ester (XXIX) employing LiAlH4 furnishes alcohol (XXIV), which is further oxidized to aldehyde (XXV) under Swern conditions.

参考文献中间体

合成目标

【1】 Nantermet, P.G.; Barrow, J.C.; Newton, C.L.; Pellicore, J.M.; Young, M.; Lewis, S.D.; Lucas, B.J.; Krueger, J.A.; McMasters, D.R.; Youwei, Y.; Kuo, L.C.; Vacca, J.P.; Selnick, H.G.; Design and synthesis of potent and selective macrocyclic thrombin inhibitors. 225th ACS Natl Meet (March 23 2003, New Orleans) 2003, Abst MEDI 168.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(XXIV)	64216	tert-butyl 2-{[(tert-butoxycarbonyl)amino]methyl}phenethyl(3-hydroxypropyl)carbamate		C₂₂H₃₆N₂O₅	详情	详情
(XXV)	64217	tert-butyl 2-{[(tert-butoxycarbonyl)amino]methyl}phenethyl(3-oxopropyl)carbamate		C₂₂H₃₄N₂O₅	详情	详情
(XXVI)	64218	tert-butyl 2-(2-aminoethyl)benzylcarbamate		C₁₄H₂₂N₂O₂	详情	详情
(XXVII)	29132	ethyl 3-bromopropanoate	539-74-2	C₅H₉BrO₂	详情	详情
(XXVIII)	64219	ethyl 3-[(2-{[(tert-butoxycarbonyl)amino]methyl}phenethyl)amino]propanoate		C₁₉H₃₀N₂O₄	详情	详情
(XXIX)	64220	ethyl 3-[(tert-butoxycarbonyl)(2-{[(tert-butoxycarbonyl)amino]methyl}phenethyl)amino]propanoate		C₂₄H₃₈N₂O₆	详情	详情

Extended Information