N-[(3R)-4-[(2-[[(1S)-4-[[amino(imino)methyl]amino]-1-(hydroxymethyl)butyl]amino]-2-oxoethyl)amino]-3-[(benzylsulfonyl)amino]-4-oxobutyl]-2-pyrazinecarboxamide -Drug Synthesis Database

【结构式】

【分子编号】37261

【品名】N-[(3R)-4-[(2-[[(1S)-4-[[amino(imino)methyl]amino]-1-(hydroxymethyl)butyl]amino]-2-oxoethyl)amino]-3-[(benzylsulfonyl)amino]-4-oxobutyl]-2-pyrazinecarboxamide

【CA登记号】

【分子式】C₂₄H₃₅N₉O₆S

【分子量】577.66496

【元素组成】C 49.9% H 6.11% N 21.82% O 16.62% S 5.55%

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：(XIV)

The carboxylic acid (XI) was coupled with Ngamma-Pmc-argininol (XII) giving (XIII). Deprotection of the Pmc group of (XIII) with trifluoroacetic acid provided the free guanidine (XIV). Finally, Swern oxidation of the primary alcohol of (XIV) with concomitant cyclization of the resulting aldehyde furnished the title compound.

参考文献中间体

合成目标

【1】 Ho, J.Z.; et al.; Exploration solid-phase synthesis of factor Xa inhibitors: Discovery and application of P3-heterocyclic amides as novel types of non-basic arginine surrogates. Bioorg Med Chem Lett 1999, 9, 24, 3459.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(XI)	37258	2-([(2R)-2-[(benzylsulfonyl)amino]-4-[(2-pyrazinylcarbonyl)amino]butanoyl]amino)acetic acid	C₁₈H₂₁N₅O₆S	详情	详情
(XII)	37259	N-((E)-amino[[(4S)-4-amino-5-hydroxypentyl]amino]methylidene)-2,2,5,7,8-pentamethyl-3,4,4a,8a-tetrahydro-2H-chromene-6-sulfonamide	C₂₀H₃₆N₄O₄S	详情	详情
(XIII)	37260	N-[(3R)-4-[(2-[[(1S)-4-[(amino[[(2,2,5,7,8-pentamethyl-3,4,4a,8a-tetrahydro-2H-chromen-6-yl)sulfonyl]imino]methyl)amino]-1-(hydroxymethyl)butyl]amino]-2-oxoethyl)amino]-3-[(benzylsulfonyl)amino]-4-oxobutyl]-2-pyrazinecarboxamide	C₃₈H₅₅N₉O₉S₂	详情	详情
(XIV)	37261	N-[(3R)-4-[(2-[[(1S)-4-[[amino(imino)methyl]amino]-1-(hydroxymethyl)butyl]amino]-2-oxoethyl)amino]-3-[(benzylsulfonyl)amino]-4-oxobutyl]-2-pyrazinecarboxamide	C₂₄H₃₅N₉O₆S	详情	详情

Extended Information