(R)-[(2-Oxo-4-thiazolidinyl)methyl]triphenylphosphonium Iodide: A Wittig Reagent for the Synthesis of Cysteine-Derived Alkenes
作者:James Kowalczyk、Christina Shaffer、RuLin Fan、Michael Lewis
DOI:10.1055/s-0031-1289583
日期:2011.12
iodide (1), readily prepared in five steps from l-cysteine ethyl ester (39% overall on a 500 g scale), is a useful Wittig reagent for the synthesis of cysteine-derived alkenes such as those found in dipeptide isosteres and peptidomimetics. Preparation of 1 and its use in Wittig olefination reactions with aldehydes is described. The resulting thiazolidinone compounds are readily unmasked to provide the
(R)-[(2-Oxo-4-thiazolidinyl)methyl] triphenyl iodide(1)可以很容易地由1-半胱氨酸乙酯(500 g含量为39%)分五步制备,是一种有用的Wittig试剂半胱氨酸衍生的烯烃的合成,例如在二肽等排物和拟肽中发现的那些。描述了1的制备及其在与醛的维蒂希(Wittig)烯化反应中的用途。所得的噻唑烷酮化合物容易被掩蔽以提供相应的硫醇,对称的二硫化物或S-三苯甲基衍生物。 Wittig反应-醛-烯烃-拟肽-噻唑烷酮