Direct glycosylation of protected O-tritylserine esters and oligopeptides

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• 作者：Rajca ; Andrzej ; Wiessler ; Manfred
• 关键词：Glycosylation ; N-9-Fluorenylmethoxycarbonyl-O-tritylserine esters ; Serine glycosides ; Serine glycopeptides ; Cyanoethylidene condensation
• 刊名：Carbohydrate Research
• 出版年：1995
• 出版时间：September 8, 1995
• 年：1995
• 卷：274
• 期：Complete
• 页码：123-136
• 全文大小：779 K

文摘

N-Fmoc-3-O-Tr-l-serine methyl and benzyl esters, as well as a tripeptide FmocAlaSer(Tr)GlyOBn were directly glycosylated by 3,4,6-tri-O-acetyl-1,2-O-(1-cyanoethylidene)-α-d-galactopyranose in the presence of TrClO₄ in dichloromethane, yielding 32–57 % of N-Fmoc-3-O-(2,3,4,6-tetra-O-acetyl-β-d-galactopyranosyl)-l-serine esters and the corresponding tripeptide.