一种用于水相中非对映异构体酰胺形成反应的新型 Oxyma 衍生物。
A new Oxyma derivative for nonracemizable amide-forming reactions in water.
机构信息
Department of Pharmaceutical Sciences, College of Pharmacy, University of Tennessee Health Science Center, 881 Madison, Memphis, Tennessee 38163-0001, USA.
出版信息
Org Lett. 2012 Jul 6;14(13):3372-5. doi: 10.1021/ol3013556. Epub 2012 Jun 14.
Abstract
An Oxyma derivative, (2,2-dimethyl-1,3-dioxolan-4-yl)methyl 2-cyano-2-(hydroxyimino)acetate (2), displayed remarkable physicochemical properties as a peptide-coupling additive for peptide-forming reactions in water. Short peptides to oligopeptides could be synthesized by using 2, EDCI, and NaHCO(3) in water without measurable racemization. Significantly, a simple basic and acidic aqueous workup procedure can remove all reagents utilized in the reactions to afford only coupling products in consistently excellent yields.
摘要
Oxyma 衍生物，（2,2-二甲基-1,3-二氧戊环-4-基）甲基 2-氰基-2-（羟亚氨基）乙酸酯（2），在水相肽形成反应中作为一种肽偶联添加剂表现出显著的物理化学性质。使用 2、EDCI 和 NaHCO(3) 在水中可以合成短肽到寡肽，并且没有可测量的外消旋化。重要的是，通过简单的碱性和酸性水溶液后处理步骤，可以除去反应中使用的所有试剂，仅得到偶联产物，并且始终具有优异的产率。
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