Synthesis of 3-C-(methyl beta-D-xylofuranosid-3-yl)-5-phenyl-1,2,4-oxadiazole

M Zhang; H Zhang; Z Yang; L Ma; J Min; L Zhang

doi:10.1016/s0008-6215(99)00106-8

Synthesis of 3-C-(methyl beta-D-xylofuranosid-3-yl)-5-phenyl-1,2,4-oxadiazole

Carbohydr Res. 1999 May 31;318(1-4):157-61. doi: 10.1016/s0008-6215(99)00106-8.

Authors

M Zhang¹, H Zhang, Z Yang, L Ma, J Min, L Zhang

Affiliation

¹ National Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Beijing Medical University, People's Republic of China.

PMID: 10515054
DOI: 10.1016/s0008-6215(99)00106-8

Abstract

Nucleophilic addition of KCN to 5-O-benzoyl-1,2-O-isopropylidene-alpha-D-erythro-pentofuranos-3-++ +ulose gave the xylo cyanohydrin stereoselectively. Several xylos-3-yl-1,2,4-oxadiazole derivatives were synthesized from this cyanohydrin and were converted into 3-C-(methyl beta-D-xylofuranosid-3-yl)-5-phenyl-1,2,4-oxadiazole.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Indicators and Reagents
Models, Molecular
Molecular Conformation
Oxadiazoles / chemical synthesis*
Oxadiazoles / chemistry
Potassium Cyanide
Xylose* / analogs & derivatives*
Xylose* / chemical synthesis
Xylose* / chemistry

Substances

3-C-(methyl xylofuranosid-3-yl)-5-phenyl-1,2,4-oxadiazole
Indicators and Reagents
Oxadiazoles
Xylose
Potassium Cyanide