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Selective Acetylation of the Primary Hydroxyl Group in Methyl D-Hexopyranosides with a Mixture of Acetic Anhydride and Acetic Acid
Russian Journal of Bioorganic Chemistry ( IF 1.1 ) Pub Date : 2021-03-20 , DOI: 10.1134/s106816202101026x
Y. E. Tsvetkov , D. V. Yashunsky , N. E. Nifantiev

Abstract

6-O-Acetylated derivatives of D-hexopyranosides are valuable intermediates in synthetic carbohydrate chemistry. We have developed a new simple procedure for selective acetylation of the primary hydroxyl group in methyl D-hexopyranosides consisting in treatment with a mixture of acetic anhydride and acetic acid at 50°C. As a result, corresponding 6-acetates were formed in 40–50% yield.



中文翻译:

乙酸酐和乙酸的混合物在甲基D-六吡喃糖苷中伯羟基的选择性乙酰化

摘要

D-己吡喃糖苷的6- O-乙酰化衍生物是合成碳水化合物化学中的有价值的中间体。我们开发了一种新的简单方法,用于选择性甲基化D-己基吡喃糖苷中伯羟基的乙酰化反应,包括在50°C下用乙酸酐和乙酸的混合物进行处理。结果,形成了相应的6-乙酸盐,产率为40-50%。

更新日期:2021-03-21
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