相转移催化法合成糖苷化合物  被引量:3

Synthesis of gdlucoside compounds by phase-transfer catalytic method

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作  者:陈勇[1] 韩国防[1] 刘惠英[2] 

机构地区:[1]江苏工业学院化工系,江苏常州213016 [2]武汉大学化学系,湖北武汉430072

出  处:《化学研究与应用》2005年第4期501-503,共3页Chemical Research and Application

摘  要:Eight glucoside compounds were synthesized in 41.0-65.9% yields by reaction of 2,3,4,6-era-O-acetyl-α-D-glucopyranosyl bromide with corresponding phenols,using cetyltrimethyl ammonium bromide as a phase-transfer catalyst.In their IR spectra the absorption of bending vibration of C1-H bond in glycosyl-ring appears at about 900cm-1.In their 1H NMR spectra anomeric C1-H appears as a doublet as 5.08-5.14ppm with a coupling constant J1-2=7.8-8.0Hz.All these prove that these glucoside compounds have the configuration of β-anomer.The method has advantages of mild reaction conditions,easy separation and high stereospectificity of the products.Eight glucoside compounds were synthesized in 41.0-65.9% yields by reaction of 2,3,4,6-era-O-ac-etyl-α-D-glucopyranosyl bromide with corresponding phenols, using cetyltrimethyl ammonium bromide as a phase-transfer catalyst. In their IR spectra the absorption of bending vibration of C1-H bond in glycosyl-ring appears at about 900cm^-1. In their ^1H NMR spectra anomeric C1-H appears as a doublet as 5.08-5. 14ppm with a coupling constant J1-2=7.8-8.0Hz. All these prove that these glucoside compounds have the configuration of β-anomer. The method has advantages of mild reaction conditions, easy separation and high stereospectificity of the products.

关 键 词:相转移催化法 糖苷化合物 合成 

分 类 号:O643.32[理学—物理化学]

 

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