1-乙酰基-3-(4-甲氧基苄基)-4-(9-芴甲氧羰基)-4-甲基-L-吡咯并胺的多克级合成
Multigram Synthesis of 1--Acetyl-3--(4-methoxybenzyl)-4--(9-fluorenylmethoxycarbonyl)-4--methyl-L-pyrrolosamine.
作者信息
Burk Matthew, Wilson Nolan, Herzon Seth B
机构信息
Department of Chemistry, Yale University.
出版信息
Tetrahedron Lett. 2015 Jun 3;56(23):3231-3234. doi: 10.1016/j.tetlet.2014.12.073.
Abstract
A synthesis of 1--acetyl-3--(4-methoxybenzyl)-4--(9-fluorenylmethoxycarbonyl)-4--methyl-L-pyrrolosamine (), which constitutes a protected form of the ,-dimethyl-L-pyrrolosamine residues found within the antiproliferative bacterial metabolites (-)-lomaiviticins A and B ( and , respectively), is reported. The synthetic route to proceeds in eight steps and 13% overall yield from ()-crotyl alcohol. The protected carbohydrate is envisioned to be a useful derivative for syntheses of and .
摘要
据报道，合成了1-乙酰基-3-（4-甲氧基苄基）-4-（9-芴甲氧羰基）-4-甲基-L-吡咯胺（），它是抗增殖细菌代谢产物（-）-洛马维菌素A和B（分别为和）中发现的α，α-二甲基-L-吡咯胺残基的一种保护形式。从（）-巴豆醇出发，通过八步反应合成，总收率为13%。受保护的碳水化合物被认为是合成和的有用衍生物。
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