RESUMO

Mercuric bromide-promoted glycosylation of Fmoc-Ser-OBn and Fmoc-Thr-OBn with 2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-alpha-D-glucopyranosyl chloride in refluxing 1,2-dichloroethane gave the corresponding beta-glycosides in good yields (64 and 62%, respectively). Direct coupling of the commercially available Fmoc-Ser-OH and Fmoc-Thr-OH carboxylic acids under similar conditions gave the corresponding beta-glycosides, possessing free carboxyl groups, in moderate yields (50 and 40%, respectively).

Assuntos

Benzeno/química , Glucosídeos/síntese química , Serina/química , Treonina/química , Brometos/química , Ácidos Carboxílicos/química , Ésteres , Dicloretos de Etileno/química , Glicosilação , Mercúrio/química , Estrutura Molecular