相转移催化法合成1-O-酰基-四-O-乙酰基-β-D-吡喃己糖  

Phase Transfer Catalyzed Synthesis of 1 - O - acyl - tetra - O - acetyl - p - D - glucopyranoses and Gatactopyranoses

作　　者：赵生敏[1] 潘鑫复[2] 张功成 李洪启[1] 谭干祖[1] 

机构地区：[1]中国科学院兰州化学物理研究所,兰州730000 [2]兰州大学化学系,兰州730000

出　　处：《有机化学》1998年第4期324-327,共4页Chinese Journal of Organic Chemistry

摘　　要：以氯化三忆基苄基铵作为相转移催化剂，用２，３，４，６－四－Ｏ－乙酰基－β－Ｄ－溴代吡喃葡萄糖和２，３，４，６－四－Ｏ－乙酰基－β－Ｄ－溴经喃半乳糖与羧酸反应，合成了相应的１－Ｏ－酰基－２，３，４，６－四－Ｏ－乙酰基－β－Ｄ－吡喃葡萄糖和半乳糖。通过解析这些化合物的ＨＮＭＲ和红外光谱，确证其糖甙键构型为β。该相转移催化法具有反应条件温和，后处理简单和立体选择性强等优点。1 - 0 - acyl -2,3,4,6- tetra - 0 - acetyl - B - D - glucopyranoses and 1 - 0 - acyl -2,3,4,6- tetra - 0 - acetyl - B- D - gatactopyranoses were synthesized by reaction of 2,3,4,6 -tetra - 0 - acetyl - a - D - glucopyranosyl bromide and 2,3,4,6- tetra - O - acetyl - a - D -gatactopyranosyl bromide with carboxylic acid, using trienthy benzyl ammonium chloride as phase -transfer catalyst. The method has advantages of mild reaction conditions, easy seperation of products and high stereospecificity.

关 键 词：四乙酰基 吡喃半乳糖 合成 酰基 

分 类 号：O626.31[理学—有机化学]