Synthesis of the three isomeric mono-2-, 3-, or 6-hydroxy permethylated β-cyclodextrins and unambiguous high field NMR characterisation

被引：26

作者：

Cousin, H

Cardinael, P

Oulyadi, H

Pannecoucke, X

Combret, JC ^{[1
]}

机构：

[1] Univ Rouen, IRCOF, UPRES EA Sci & Methodes Separat 2659, F-76821 Mt St Aignan, France

[2] Univ Rouen, IRCOF, UMR 6014, Lab RMN, F-76821 Mt St Aignan, France

[3] Univ Rouen, IRCOF, UMR 6014, Lab Heterochim Organ, F-76821 Mt St Aignan, France

来源：

TETRAHEDRON-ASYMMETRY | 2001年 / 12卷 / 01期

关键词：

D O I：

10.1016/S0957-4166(00)00499-7

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The three isomeric mono-2-, 3- or 6-hydroxy permethylated beta-cyclodextrins are goad precursors for a wide variety of mono functionalised 'permethyl' beta -cyclodextrins. In this work, we describe the selective access to mono-6-hydroxy (via the mono-6-tertbutyldimethylsilyl derivative), mono-2-hydroxy (via the mono-2-benzyl derivative) and mono-3-hydroxypermethylated-beta -cyclodextrins (by under-methylation of heptakis (2,6-di-O-methyl)-beta -cyclodextrin). These derivatives were characterised by high field H-1 and C-13 NMR spectroscopy. The position of the free hydroxyl group was confirmed unambiguously by C-13 NMR after methylation with C-13-labelled methyl iodide. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：81 / 88

页数：8

共 28 条

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