title: 2,3,4-Tri-O-acetyl-1,6-anhydro-beta-D-mannopyranose, an artifact produced during carbohydrate analysis. A total synthesis of 2,3,5-tri-O-acetyl-1,6-anhydro-beta-D-mannofuranose.
abstract: This study confirms that 2,3,4-tri-O-acetyl-1,6-anhydro-beta-D-mannopyranose is an artifact produced during carbohydrate analysis. A new synthesis of 2,3,5-tri-O-acetyl-1,6-anhydro-beta-D-mannofuranose is also described, and a novel dimer, 1,6':6,1'-dianhydro-2,3:2',3'-di-O-isopropylidene-5,5'-di-O-(1-methox yethyl)-di - alpha-D-mannofuranose, has been isolated. The structure of the dimer is confirmed by X-ray analysis of a derivative, 1,6':6,1'-dianhydro-2,3:2',3'-di-O-isopropylidene-di-alpha-D-mannofur anose.
authors.affiliation: Synthetic Organic Division, Carrington Laboratories, Inc., Dallas, TX 75356-9500.
authors.forename: S
authors.initials: S
authors.lastname: Manna
authors.forename: B H
authors.initials: BH
authors.lastname: McAnalley
authors.forename: H L
authors.initials: HL
authors.lastname: Ammon
mesh_terms: D016477:Artifacts; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008358:Mannose / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D008958:Models, Molecular; D008969:Molecular Sequence Data
chemical_list: D007202:Indicators and Reagents; C081964:2,3,4-tri-O-acetyl-1,6-anhydromannopyranose; C081965:2,3,5-tri-O-acetyl-1,6-anhydromannofuranose; D008358:Mannose