FORMATION OF AMPHIPHILIC CYCLODEXTRINS VIA HYDROPHOBIC ESTERIFICATION AT THE SECONDARY HYDROXYL FACE

被引:102
作者
ZHANG, P
LING, CC
COLEMAN, AW
PARROTLOPEZ, H
GALONS, H
机构
[1] UNIV PARIS 11,CHIM ORGAN LAB,CNRS,SDI 6233,F-92290 CHATENAY MALABRY,FRANCE
[2] UNIV PARIS 05,FAC PHARM,CHIM ORGAN LAB 2,F-75270 PARIS 06,FRANCE
关键词
SYNTHESIS; CYCLODEXTRIN; HYDROPHOBIC ESTERS; AMPHIPHILE; VESICLES;
D O I
10.1016/0040-4039(91)85081-F
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Esterification at the O2 and O3 positions of beta-cyclodextrin has been achieved in high overall yield via protection by the Bu(t)Me2Si- group at the O6 position and the use of the dimethylaminopyridine as an acylation catalyst. The silyl protecting group was removed by use of BF3.Et2O to give the novel amphiphilic beta-cyclodextrin derivatives. The resulting amphiphilic compounds form mixed vesicules with phospholipids.
引用
收藏
页码:2769 / 2770
页数:2
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