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

Authors
Jiaang, WT Chang, MY Tseng, PH Chen, ST
Citation
Wt. Jiaang et al., A concise synthesis of the O-glycosylated amino acid building block; usingphenyl selenoglycoside as a glycosyl donor, TETRAHEDR L, 41(17), 2000, pp. 3127-3130
Citations number
19
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
17
Year of publication
2000
Pages
3127 - 3130
Database
ISI
SICI code
0040-4039(20000422)41:17<3127:ACSOTO>2.0.ZU;2-Z
Abstract
A new glycosylation methodology for synthesizing a protected TF antigen is described. The key step is to use phenyl selenoglycoside as a glycosyl dono r, thereby successfully establishing O-linked Fmoc-protected threoninyl mon osaccharide in an excellent yield with high alpha selectivity. From protect ed D-galactal, a protected TF antigen building block is obtained in 40% tot al yield. (C) 2000 Elsevier Science Ltd. All rights reserved.