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1. ChemInform Abstract: Reductive Ring Opening of o-Nitrobenzylidene Acetals of Monosaccharides: Synthesis and Photolysis of Some Photolabile Sugars

Author

Chiaki Uehara, Michiko Iwamura, Soichiro Watanabe, Megumi Ichihara, and Takashi Sueyoshi

Subjects
chemistry.chemical_classification, chemistry.chemical_compound, Chemistry, Methylglucoside, Polymer chemistry, Photodissociation, Monosaccharide, General Medicine, Methylglycosides, Triethylsilane, Ring (chemistry), Boron trifluoride
Abstract

A 6-O-o-nitrobenzyl methylglucoside and methylmannoside were synthesized by reacting 4,6-O-o-nitrobenzylidene acetals with triethylsilane and boron trifluoride etherate. A 2,6-di-O-o-nitrobenzyl and a 3,6-di-O-o-nitrobenzyl methylmannoside were obtained from a 2,3:4,6-di-O-o-nitrobenzylidene methylmannoside by the same method. The photolabile sugars obtained were deprotected by irradiation at 350 nm to afford methylglycosides.

Published
2010
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