6,6,1',1',6',6'-六氘代蔗糖的制备。

Preparation of 6,6,1',1',6',6'-hexadeutero sucrose.

作者信息

Gouy Marie-Hélène, Danel Mathieu, Gayral Maud, Bouchu Alain, Queneau Yves

机构信息

Institut de Chimie et de Biochimie Moléculaires et Supramoléculaires, UMR 5246, CNRS; Université de Lyon; Université Lyon 1; INSA-Lyon; CPE-Lyon; Laboratoire de Chimie Organique, INSA-Lyon, Bât. Jules Verne, 20 Avenue Albert Einstein, Villeurbanne, France.

出版信息

Carbohydr Res. 2007 Nov 5;342(15):2303-8. doi: 10.1016/j.carres.2007.06.024. Epub 2007 Jun 30.

DOI:10.1016/j.carres.2007.06.024

PMID:17640626

Abstract

The preparation of 6,6,1',1',6',6'-hexadeutero sucrose is reported. The synthesis is based on a triple oxidation of a protected sucrose 6,1',6'-triol to the corresponding 6,1',6'-tricarboxylic acid or ester, followed by reduction with lithium aluminium deuteride. This triple oxidation could be achieved either using cat. TEMPO-NaOCl (to the acid) or PDC-Ac(2)O-t-BuOH (to the t-butyl carboxylic ester).

摘要

报道了6,6,1',1',6',6'-六氘代蔗糖的制备方法。该合成基于对受保护的蔗糖6,1',6'-三醇进行三次氧化，生成相应的6,1',6'-三羧酸或酯，然后用氘代氢化铝锂还原。这种三次氧化可以使用催化量的TEMPO-NaOCl（生成酸）或PDC-Ac₂O-t-BuOH（生成叔丁基羧酸酯）来实现。