Efficient stereoselective synthesis of gamma-N-glycosyl asparagines by N-glycosylation of primary amide groups.
J Am Chem Soc
; 127(6): 1630-1, 2005 Feb 16.
Article
em En
| MEDLINE
| ID: mdl-15700984
ABSTRACT
The efficient and elegant synthesis of N-glycosides by N-glycosylation of asparagine-containing peptides is described. Glycosylation of primary amides with glycosyl N-phenyltrifluoroimidates in the presence of a catalytic amount of TMSOTf in nitromethane smoothly proceeded to provide the corresponding N-glycosyl amino acids in excellent yields. This coupling method was adaptable to the coupling of various glycosyl donors with amino acids and peptides.
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Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Asparagina
/
Glicosídeos
Idioma:
En
Ano de publicação:
2005
Tipo de documento:
Article