Synthesis of three protective phenylpropanoid glycosides

Chin. J. Org. Chem. ›› 1997, Vol. 17 ›› Issue (6): 529-534. Previous Articles Next Articles

Original Articles

三种保护的二糖苯丙素苷的合成研究

张三奇;李中军;王安邦;蔡孟深;冯锐

北京医科大学药学院;中国军事医学科学院

发布日期:1997-12-25

Synthesis of three protective phenylpropanoid glycosides

ZHANG SANQI;LI ZHONGJUN;WANG ANBANG;CAI MENGSHEN;FENG RUI

Published:1997-12-25

Abstract

2-O-Acetylation of 2-(4-allyloxyphenyl) ethyl 4,6-O-benzylidene- β-D-glucopyranoside (1) gave 2, which reacted with triacetylrhamnopyranosyl bromide to yield 3. Protective Osmanthuside B~6 (5) was synthesized by reaction of p-acetyloxycinnamoyl chloride and 4 at low temperature, which was obtained by removing benzylidene of 3. Selective acetylation of 4 gave 6. Compound 6 reacted with p-acetyloxycinnamoyl chloride and 3,4-di-O-allylcaffeic acid respectively to afford two corresponding protective disaccharide phenylpropanoid glycosides, 7 and 8.

Key words: PYRANE P, ORGANIC SYNTHESIS, DISACCHARIDE, ACETYLATION, RHAMNOSE, GLYCOSIDE

CLC Number:

O629
Q54

Cite this article

ZHANG SANQI;LI ZHONGJUN;WANG ANBANG;CAI MENGSHEN;FENG RUI. Synthesis of three protective phenylpropanoid glycosides[J]. Chin. J. Org. Chem., 1997, 17(6): 529-534.

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三种保护的二糖苯丙素苷的合成研究

Synthesis of three protective phenylpropanoid glycosides

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