Synthesis of an antimetastatic tetrasaccharide beta-D-Gal-(1 -> 4)-beta-D-GlcpNAc-(1 -> 6)-alpha-D-Manp-(1 -> 6)-beta-D-Manp-OMe

An antimetastatic tetrasaccharide T-1, beta-D-Gal-(1 -> 4)-beta-D-GlcpNAc-(1 -> 6)-alpha-D-Manp-(1 -> 6)-beta-D-Manp-OMe, was synthesized 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. (C) 2012 Zhong Jun Li. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000313999900015&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=8e1609b174ce4e31116a60747a720701Chemistry, MultidisciplinarySCI(E)中国科技核心期刊(ISTIC)中国科学引文数据库(CSCD)2ARTICLE121371-13742