Synthesis of β-Elemene Glycoside Derivatives

Chin. J. Org. Chem. ›› 2008, Vol. 28 ›› Issue (10): 1797-1802. Previous Articles Next Articles

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系列β-榄香烯糖苷衍生物的合成

杨兰义^a ; 张殊佳^a,b; 郑学仿^*,b; 尹红星^a

(a大连大学环境与化学工程学院大连 116622)
(b辽宁省生物有机化学重点实验室大连 116622)

收稿日期:2008-03-08 修回日期:2008-05-05 发布日期:2008-10-20
通讯作者: 郑学仿

Synthesis of β-Elemene Glycoside Derivatives

YANG, Lan-Yi^a ; ZHANG, Shu-Jia ^a,b ; ZHENG, Xue-Fang^*,b ; YIN, Hong-Xing^a

(a College of Environmental and Chemical Engineering, Dalian University, Dalian 116622)
(b Key Laboratory of Bioorganic Chemistry of Liaoning Province, Dalian 116622)

Received:2008-03-08 Revised:2008-05-05 Published:2008-10-20
Contact: ZHENG, Xue-Fang

Abstract

Structural modification of β-elemene was reported. Treatment of its 13-chloride 2 with anhydrous sodium acetate gave ester 3, which was converted into β-elemene-13-ol (4) by hydrolization. Whereafter, 4 was conjugated with a series of representative monosaccharides or disaccharides and corresponding β-glycosides 9a～9e were selectively synthesized following two approaches in satisfactory yields. The structures of products were confirmed on the basis of IR, 1H NMR, 13C NMR and HRMS data.

Key words: derivative, β-elemene, glycoside, synthesis

Cite this article

YANG, Lan-Yi^a ; ZHANG, Shu-Jia ^a,b ; ZHENG, Xue-Fang^*,b ; YIN, Hong-Xing^a. Synthesis of β-Elemene Glycoside Derivatives[J]. Chin. J. Org. Chem., 2008, 28(10): 1797-1802.

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系列β-榄香烯糖苷衍生物的合成

Synthesis of β-Elemene Glycoside Derivatives

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