Improved synthesis of 1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-alpha-D-mannopyranose.
By improved (anhydrous) work-up conditions of a triflate displacement reaction, the yield in the preparation of the versatile synthetic intermediate 1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-alpha-d-mannopyranose has been significantly enhanced. This important precursor is now available in three efficient steps from d-glucose.
Teodorović
Peter
P
Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, S-106 91 Stockholm, Sweden.
Slättegård
Rikard
R
Oscarson
Stefan
S
D000107:Acetylation; D001386:Azides / Q000138:chemical synthesis* / Q000737:chemistry*; D002236:Carbohydrate Conformation; D002855:Chromatography, Thin Layer; D007202:Indicators and Reagents; D008358:Mannose / Q000138:chemical synthesis* / Q000737:chemistry*; D008362:Mannosides / Q000138:chemical synthesis* / Q000737:chemistry*; D008958:Models, Molecular
C509279:1,3,4,6-tetra-O-acetyl-2-azido-2-deoxymannopyranose; D001386:Azides; D007202:Indicators and Reagents; D008362:Mannosides; D008358:Mannose