Parallel synthesis of an ester library for substrate mapping of esterases and lipases

被引：4

作者：

Morley, KL ^{[1
]}

Magloire, VP ^{[1
]}

Guérard, C ^{[1
]}

Kazlauskas, RJ ^{[1
]}

机构：

[1] McGill Univ, Dept Chem, Montreal, PQ H3A 2K6, Canada

来源：

TETRAHEDRON-ASYMMETRY | 2004年 / 15卷 / 18期

基金：

加拿大自然科学与工程研究理事会;

关键词：

D O I：

10.1016/j.tetasy.2004.07.048

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Use of solid-supported reagents simplified routine acylation of primary and secondary alcohols because it eliminated traditional purification. Using a parallel synthesizer, eight primary or secondary alcohols reacted with acid chloride in the presence of poly(4-vinylpyridine), which acted as a base and acylation catalyst. Filtration, subsequent addition of amino-functionalized silica gel to remove excess acid chloride and a second filtration affording the corresponding esters in high yield (70-98%), excellent chemical purity (93-99%). Acylation of enantiopure alcohols yielded enantiopure esters. Acylation of two tertiary alcohols gave esters in low yield (27-57%) and variable chemical purity (57-99%). (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：3005 / 3009

页数：5

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