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Caged compounds of a 2-deoxyglucose: facile synthesis and their photoreactivity
S Watanabe1, R Hirokawa, M Iwamura
1Department of Biomolecular Science, Faculty of Science, Toho University, Chiba, Japan.
Bioorganic & Medicinal Chemistry Letters
|January 5, 1999
Abstract:
An o-nitrobenzyl and an o-nitrophenethyl derivatized 2-deoxyglucose (caged 2-deoxyglucoses) were synthesized from 3,4,6-tri-O-acetyl-D-glucal in only two steps in moderate to good yields as isomeric mixtures, which were irradiated at 350 nm to afford a 2-deoxyglucose. Decomposition of the o-nitrophenethyl derivative upon photolysis proceeded more efficiently than that of the o-nitrobenzyl derivative.