Synthesis of an antimetastatic tetrasaccharide β-D-Gal-(1→4)-β-d-GlcpNAc-(1→6)-α-D-Manp-(1→6)-β-D-Manp-OMe  被引量:1

Synthesis of an antimetastatic tetrasaccharide β-D-Gal-(1→4)-β-d-GlcpNAc-(1→6)-α-D-Manp-(1→6)-β-D-Manp-OMe

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作  者:Kai Jun Liao Xiao Feng Jin Xiang Bao Meng Chen Li Zhong Jun Li 

机构地区:[1]State Key Laboratory of Natural and Biomimetic Drugs,School of Pharmaceutical Sciences,Peking University

出  处:《Chinese Chemical Letters》2012年第12期1371-1374,共4页中国化学快报(英文版)

基  金:supported by the National Basic Research Program of China(973 program,No.2012CB822100);the National Natural Science Foundation of China(No.20972012)

摘  要:An antimetastatic tetrasaccharide β-D-Gal-(1 → 4)-β-D- GlcpNAc-(1 →6)-α-D-Manp-(1 → 6)-β-D-Manp-OMe, was syn- thesized with two approaches. The first approach was a conventional method employing thioglycoside and Koenigs-Knorr glycosylation reaction in 24% overall yield. The second one was a novel route through the azidoiodo-glycosylation strategy by using 2-iodo-2-deoxylactosyl azide as the donor in 36% overall yield.An antimetastatic tetrasaccharide β-D-Gal-(1 → 4)-β-D- GlcpNAc-(1 →6)-α-D-Manp-(1 → 6)-β-D-Manp-OMe, was syn- thesized with two approaches. The first approach was a conventional method employing thioglycoside and Koenigs-Knorr glycosylation reaction in 24% overall yield. The second one was a novel route through the azidoiodo-glycosylation strategy by using 2-iodo-2-deoxylactosyl azide as the donor in 36% overall yield.

关 键 词:Antimetastatic tetrasaccharide THIOGLYCOSIDE Koenigs-Knorr method Azidoiodo-glycosylation 2-Iodo-2-deoxyl-actosyl azide β-Methyl mannoside 

分 类 号:O629.1[理学—有机化学]

 

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