5'-碳和硫原子被乙烯基取代的S-腺苷高半胱氨酸类似物。
S-adenosylhomocysteine analogues with the carbon-5' and sulfur atoms replaced by a vinyl unit.
作者信息
Andrei Daniela, Wnuk Stanislaw F
机构信息
Department of Chemistry and Biochemistry, Florida International University, Miami, FL 33199, USA.
出版信息
Org Lett. 2006 Oct 26;8(22):5093-6. doi: 10.1021/ol062026m.
Abstract
Cross-metathesis of suitably protected 5'-deoxy-5'-methyleneadenosines with racemic and chiral N-Boc-protected six-carbon amino acids bearing a terminal double bond in the presence of the Hoveyda-Grubbs catalyst gave adenosylhomocysteine analogues with the C5'-C6' double bond. Bromination with pyridinium tribromide and dehydrobromination with DBU followed by standard deprotections yielded the 5'-(bromo)vinyl analogue. [structure: see text]
摘要
在Hoveyda-Grubbs催化剂存在下，将适当保护的5'-脱氧-5'-亚甲基腺苷与带有末端双键的外消旋和手性N-Boc保护的六碳氨基酸进行交叉复分解反应，得到具有C5'-C6'双键的腺苷同型半胱氨酸类似物。用三溴化吡啶鎓进行溴化反应，并用DBU进行脱溴化氢反应，然后进行标准的脱保护反应，得到5'-(溴)乙烯基类似物。[结构：见原文]
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