ISSN:
0009-2940
Keywords:
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Description / Table of Contents:
Synthesis of 1-N-Acetyl-2-chloro-2-deoxyhexose DerivativesAnodic addition of chloride ions to the activated double bond of the unsaturated sugars 1, 4, and 6 in the presence of acetonitrile leads to the following hitherto unknown compounds: 1-N-acetyl-3,4,6-tri-O-acetyl-2chloro-2-deoxy-β-D-glucopyranosylamine (2), 1-N-acetyl-3,4,6-tri-Oacetyl-2-deoxy-β-D-mannopyranosylamine (3), 1-N-acetyl-3,4,6-tri-O-acetyl-2-chloro-2 deoxy-α-D-galactopyranosylamine (5) and 5-chloro-5-deoxy-2,3-O-isopropylidene-1-O-methyl-β-D-threo-hexulo-5-enopyranose (7).
Notes:
Durch anodische Addition von Chlorid-Ionen an die aktivierte Doppelbindung der ungesättigten Zucker 1, 4 und 6 in Gegenwart von Acetonitril werden folgende Verbindungen synthetisiert: 1-N-Acetyl-3,4,6-tri-O-acetyl-2-chlor-2-desoxy-β-D-glucopyranosylamin (2), 1-N-Acetyl-3,4,6-tri-O-acetyl-2-chlor-2-desoxy-β-D-mannopyranosylamin (3), 1-N-Acetyl-3-4-6-tri-O-acetyl-2-chlor-2-desoxy-α-D-galactopyranosylamin (5) und 5-Chlor-5-desoxy-2,3-O-isopropyliden-1-O-1-O-methyl-β-D threo-hexulo-5-enopyranose(7).
Additional Material:
3 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19791120904
