Synthesis and 13C NMR spectra of 2,3-di-O-glycosyl derivatives of methyl alpha-L-rhamnopyranoside and methyl alpha-D-mannopyranoside

N E Nifant'ev; A S Shashkov; G M Lipkind; N K Kochetkov

doi:10.1016/s0008-6215(92)84236-l

Synthesis and 13C NMR spectra of 2,3-di-O-glycosyl derivatives of methyl alpha-L-rhamnopyranoside and methyl alpha-D-mannopyranoside

Carbohydr Res. 1992 Dec 31:237:95-113. doi: 10.1016/s0008-6215(92)84236-l.

Authors

N E Nifant'ev¹, A S Shashkov, G M Lipkind, N K Kochetkov

Affiliation

¹ N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow.

PMID: 1294298
DOI: 10.1016/s0008-6215(92)84236-l

Abstract

The syntheses are described of 2,3-di-O-glycosyl derivatives of methyl alpha-L-rhamnopyranoside (1-5) and alpha-D-mannopyranoside (6-9). [formula: see text] [table: see text] The deviation from additivity in 13C NMR spectra calculated for 1-9 were similar for stereochemically related trisaccharides.

MeSH terms

Carbohydrate Sequence
Magnetic Resonance Spectroscopy
Methylglycosides / chemistry*
Methylmannosides / chemistry*
Molecular Sequence Data
Rhamnose / analogs & derivatives*
Trisaccharides / chemistry*

Substances

Methylglycosides
Methylmannosides
Trisaccharides
Rhamnose