Synthesis and X-ray crystallographic study of cyclobis-(1->2)-alpha-D-glucopyranosyl peracetate

被引：6
|
作者：
Pozsgay, V
Dubois, EP
Lotter, H
Neszmelyi, A
机构：
[1] UNIV MUNICH,INST PHARMAZEUT BIOL,D-80333 MUNICH,GERMANY
[2] HUNGARIAN ACAD SCI,CENT RES INST CHEM,H-1025 BUDAPEST,HUNGARY
来源：
CARBOHYDRATE RESEARCH | 1997年 / 303卷 / 02期
关键词：
cyclic disaccharide; cyclobisglucosyl; internal glycosylation; Kojibiose; X-ray analysis;
D O I：
10.1016/S0008-6215(97)00153-5
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
Treatment of O-(3,4,6-tri-O-acetyl-2-O-benzyl-alpha-D-glucopyranosyl)-( 1 --> 2)-3,4,6-tri-O-acetyl-alpha-D-glucopyranosyl trichloroacetimidate with BF3 . Et2O gave a high yield of the peracetate of cyclobis-(1 --> 2)-alpha-D-glucopyranosyl (6). Compound 6 crystallizes in the space group P2(1) [a = 6.888(2), b = 24.771(5), c = 9.105(2) Angstrom, beta = 111.49(2)degrees, Z= 2] and shows a high degree of symmetry. In 6 the two alpha-D-glucopyranosyl residues are in a slightly distorted chair conformation. The glucose moieties are interconnected by a 1,4-dioxane moiety which is ina boat conformation, with the anomeric carbon atoms in the bow positions. (C) 1997 Elsevier Science Ltd.
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页码：165 / 173
页数：9
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