A concise synthesis of the O-glycosylated amino acid building block;: using phenyl selenoglycoside as a glycosyl donor

被引：50

作者：

Jiaang, WT ^{[1
]}

Chang, MY ^{[1
]}

Tseng, PH ^{[1
]}

Chen, ST ^{[1
]}

机构：

[1] Acad Sinica, Inst Biol Chem, Taipei, Taiwan

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 17期

关键词：

TF antigen; phenyl selenoglycoside; building block; tetramethylurea;

D O I：

10.1016/S0040-4039(00)00367-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new glycosylation methodology for synthesizing a protected TF antigen is described. The key step is to use phenyl selenoglycoside as a glycosyl donor, thereby successfully establishing O-linked Fmoc-protected threoninyl monosaccharide in an excellent yield with high alpha selectivity. From protected D-galactal, a protected TF antigen building block is obtained in 40% total yield. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：3127 / 3130

页数：4

共 20 条

[1]

BLOCK K, 1992, CARBOHYD RES, V232, P353

[2]

CZEMECKI S, 1994, J CHEM SOC CHEM COMM, P35

[3] AZIDO-PHENYLSELENYLATION OF PROTECTED GLYCALS [J].