3,4-TRI-O-ACETYL-1,6-ANHYDRO-BETA-D-MANNOPYRANOSE, AN ARTIFACT PRODUCED DURING CARBOHYDRATE ANALYSIS - A TOTAL SYNTHESIS OF ,3,5-TRI-O-ACETYL-1,6-ANHYDRO-BETA-D-MANNOFURANOSE

Authors
MANNA S MCANALLEY BH AMMON HL
Citation
S. Manna et al., 3,4-TRI-O-ACETYL-1,6-ANHYDRO-BETA-D-MANNOPYRANOSE, AN ARTIFACT PRODUCED DURING CARBOHYDRATE ANALYSIS - A TOTAL SYNTHESIS OF ,3,5-TRI-O-ACETYL-1,6-ANHYDRO-BETA-D-MANNOFURANOSE, Carbohydrate research, 243(1), 1993, pp. 11-27
Citations number
24
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Carbohydrate research → ACNP
ISSN journal
00086215
Volume
243
Issue
1
Year of publication
1993
Pages
11 - 27
Database
ISI
SICI code
0008-6215(1993)243:1<11:3AAP>2.0.ZU;2-4
Abstract
This study confirms that ,3,4-tri-O-acetyl-1,6-anhydro-beta-D-mannopyr anose is an artifact produced during carbohydrate analysis. A new synt hesis of ,3,5-tri-O-acetyl-1,6-anhydro-beta-D-mannofuranose is also de scribed, and a novel dimer, 5'-di-O-(1-methoxyethyl)-di-alpha-D-mannof uranose, has been isolated. The structure of the dimer is confirmed by X-ray analysis of a derivative, ',3'-di-O-isopropylidene-di-alpha-D-m annofuranose.