Synthesis of glucuronic acid derivatives via the efficient and selective removal of a C6 methyl group

被引：6

作者：

Hou, Zhuang ^{[1
]}

Liu, Yang ^{[1
]}

Zhang, Xin-xin ^{[1
]}

Chang, Xiao-wei ^{[1
]}

Cheng, Mao-sheng ^{[1
]}

Guo, Chun ^{[1
]}

机构：

[1] Shenyang Pharmaceut Univ, Sch Pharmaceut Engn, Minist Educ, Key Lab Struct Based Drugs Design & Discovery, Shenyang 110016, Peoples R China

来源：

TETRAHEDRON LETTERS | 2017年 / 58卷 / 05期

基金：

中国国家自然科学基金;

关键词：

Glucuronic acid; Potassium hydroxide; Selective deprotection; HEPARAN-SULFATE OLIGOSACCHARIDES; SUGAR AMINO-ACIDS; URONIC-ACIDS;

D O I：

10.1016/j.tetlet.2016.12.055

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

This investigation is related to the development of a general strategy for the Synthesis of certain glucuronic acid derivatives. In particular, we report exceptionally selective conditions for removing the C6 methyl protecting group by potassium hydroxide without affecting the benzoyl protecting groups on the C2, C3 and C4 hydroxyl groups in high yields (95-99%). The present method proves to be efficient and environmentally friendly in terms of short reaction time, high yield and the single product. (C) 2016 Elsevier Ltd. All rights reserved.

引用

页码：423 / 426

页数：4

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