SILYL PROTECTION IN THE SOLID-PHASE SYNTHESIS OF N-LINKED NEOGLYCOPEPTIDES - ONE-STEP DEPROTECTION OF FULLY PROTECTED NEOGLYCOPEPTIDES

Authors
CHRISTIANSENBRAMS I MELDAL M BOCK K
Citation
I. Christiansenbrams et al., SILYL PROTECTION IN THE SOLID-PHASE SYNTHESIS OF N-LINKED NEOGLYCOPEPTIDES - ONE-STEP DEPROTECTION OF FULLY PROTECTED NEOGLYCOPEPTIDES, Tetrahedron letters, 34(20), 1993, pp. 3315-3318
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
34
Issue
20
Year of publication
1993
Pages
3315 - 3318
Database
ISI
SICI code
0040-4039(1993)34:20<3315:SPITSS>2.0.ZU;2-Z
Abstract
Silyl protection of the saccharide part in a building block for solid- phase synthesis of N-linked neoglycopeptides is described. Per-O-(trim ethylsilylated) 1-amino-1-deoxy-D-glucitol 3 was reacted selectively w ith N(alpha)-Fmoc-Asp(Cl)-OPfp 1 and the resulting Pfp-ester 4 was inc orporated into D-Ala1 Peptide-T amide and a biologically active pentap eptide. The silyl protection allowed cleavage and complete and simulta neous deprotection of the resulting peptides.