ACYLATION OF SUGAR HYDROXYL-GROUPS WITH N-BOC AMINO-ACID N-CARBOXYANHYDRIDES (BOC-NCAS) - SYNTHESIS OF AMINO-ACID SACCHARIDE CONJUGATES

Authors
CABARET D WAKSELMAN M KABA A ILUNGA L CHANY C
Citation
D. Cabaret et al., ACYLATION OF SUGAR HYDROXYL-GROUPS WITH N-BOC AMINO-ACID N-CARBOXYANHYDRIDES (BOC-NCAS) - SYNTHESIS OF AMINO-ACID SACCHARIDE CONJUGATES, Synthetic communications, 28(14), 1998, pp. 2713-2724
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthetic communications → ACNP
ISSN journal
00397911
Volume
28
Issue
14
Year of publication
1998
Pages
2713 - 2724
Database
ISI
SICI code
0039-7911(1998)28:14<2713:AOSHWN>2.0.ZU;2-0
Abstract
Boc-NCAs cleanly react with a series of free or protected sugars to gi ve mono- or poly-amino acid conjugates in good yields. Trifluoroacetic acid in methylene chloride only cleaves the N-Boc protecting group. T reatment with aqueous trifluoroacetic acid removes the remaining isopr opylidene protecting groups and leads to free glycoconjugates.