Synthesis and x-ray crystallographic analysis of 4,6-di-O-acetyl-2,3-dideoxy-α-D-threo-hexopyranosyl cyanide

被引：5

作者：

Giovine, Madeline Rotella Matthew ^{[1
]}

Dougherty, William ^{[1
]}

Boyko, Walter ^{[1
]}

Kassel, Scott ^{[1
]}

Giuliano, Robert ^{[1
]}

机构：

[1] Villanova Univ, Dept Chem, Villanova, PA 19085 USA

来源：

CARBOHYDRATE RESEARCH | 2016年 / 425卷

关键词：

Glycopyranosyl cyanide; FERRIER REARRANGEMENT; D-GALACTOPYRANOSYL; GLYCOSYL CYANIDES; D-GLUCOPYRANOSYL; ACID; CATALYST;

D O I：

10.1016/j.carres.2016.03.001

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The glycopyranosyl cyanide 4,6-di-O-acetyl-2,3-dideoxy-alpha-D-threo-hexopyranosyl cyanide has been synthesized from tri-O-acetyl-D-galactal by reaction with trimethylsilyl cyanide in the presence of boron trifluoride diethyl etherate followed by catalytic hydrogenation. The synthesis provides the a-anomer stereoselectively, the structure of which was assigned based on 2D NMR techniques and x-ray crystallography. (C) 2016 Elsevier Ltd. All rights reserved.

引用

页码：40 / 42

页数：3

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