Simple and efficient synthesis of arbutin

被引:19
作者
Cepanec, Ivica [1 ]
Litvic, Mladen [1 ]
机构
[1] BELUPO Pharmaceut Inc, Res Dept, Koprivnica 48000, Croatia
关键词
arbutin; glycosides; transesterification; Lewis acids; natural products;
D O I
10.3998/ark.5550190.0009.203
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient synthesis of arbutin, 4-hydroxyphenyl-D-glucopyranoside (1), in both alpha- and beta-anomeric form, starting from penta-O-acetyl-alpha(beta)-D-glucopyranoside ( 2) and 4-hydroxyphenylacetate ( 3) was developed. The BF3 center dot Et2O-catalysed glycosylation reaction of 2 with 3 proceeds with complete retention of anomeric configuration.
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页码:19 / 24
页数:6
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