Facile nitroxide-mediated oxidations of D-glucose to D-glucaric acid.
The oxidation of D-(+)-glucose to D-glucaric acid using the TEMPO-like nitroxide oxidation catalyst, 4-acetamido-2,2,6,6-tetramethyl-1-piperidinyloxy (4-acetamido-TEMPO) was carried out using several oxidizing agents and co-catalyst. The pH and temperature of the reactions were closely monitored to decrease degradations during the oxidation, and several isolation methods were explored.
Merbouh
N
N
Department of Chemistry, University of Connecticut, Storrs 06269-3060, USA.
Francois Thaburet
J
J
Ibert
M
M
Marsais
F
F
Bobbitt
J M
JM
D003497:Cyclic N-Oxides / Q000737:chemistry / Q000494:pharmacology; D005937:Glucaric Acid / Q000737:chemistry* / Q000378:metabolism; D005947:Glucose / Q000737:chemistry* / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D009589:Nitrogen Oxides / Q000737:chemistry* / Q000494:pharmacology; D016877:Oxidants / Q000737:chemistry; D010084:Oxidation-Reduction
C118944:2,2,6,6-tetramethyl-4-acetamido-piperidine-1-oxyl; D003497:Cyclic N-Oxides; D009589:Nitrogen Oxides; D016877:Oxidants; D005947:Glucose; D005937:Glucaric Acid