Synthesis of a C-glycoside analog of the tumor-associated Tn antigen

Authors
Rohrig, CH Takhi, M Schmidt, RR
Citation
Ch. Rohrig et al., Synthesis of a C-glycoside analog of the tumor-associated Tn antigen, SYNLETT, (7), 2001, pp. 1170-1172
Citations number
31
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
09365214 → ACNP
Issue
7
Year of publication
2001
Pages
1170 - 1172
Database
ISI
SICI code
0936-5214(200107):7<1170:SOACAO>2.0.ZU;2-N
Abstract
A hydrolytically stable carbon analogue of the Tn antigen (GalNAc alpha1-O- Ser) has been efficiently synthesized employing a Wittig-Horner reaction of C-linked aldehyde 3 with glycine derived phosphonate 4, followed by asymme tric hydrogenation of the 2-acetamido-sugar residue containing alpha -acyla minoacrylate 5.