伴随凋亡肽二糖合成的显著观察结果。

Noteworthy observations accompanying synthesis of the apoptolidin disaccharide.

机构信息

Department of Chemistry, Purdue University, West Lafayette, Indiana 47907, USA.

出版信息

Chem Commun (Camb). 2011 May 28;47(20):5858-60. doi: 10.1039/c1cc11448d. Epub 2011 Apr 18.

Abstract

A stereoselective synthesis of the apoptolidin disaccharide is reported. The key chemistry features a new transformation utilizing a highly selective tetramethylalkoxyalanate[v]-directed syn-methylation of a vinylogous ester, isolation of a hydrate of a 2-keto sugar, an eco-friendly radical cleavage of a bromomethyl group, and an efficient preparation of a fluorodisaccharide via the use of XtalFluor-E.

摘要

报道了阿朴多立啶二糖的立体选择性合成。关键的化学反应特征是一种新的转化，利用高度选择性的四甲基烷氧基丙氨酸[v]导向的顺式-甲酯化乙烯酯，分离 2-酮糖的水合物，通过使用 XtalFluor-E 进行环保的溴甲基自由基裂解，以及通过使用 XtalFluor-E 高效制备氟代二糖。