Syntheses of Methyl 3,6-Diamino-3,6-dideoxy-α-D-glucopyranoside and Methyl 3,6-Diamino-3,6-dideoxy-α-D-mannopyranoside
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概要
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The preparation of the title compounds from the respective methyl 3-acetamido-3-deoxy-α-D-hexopyranosides was described. Introduction of an amino group at C_6 was confirmed by nuclear magnetic resonance spectroscopy and dissociation constants. De-N-acetylation of methyl 3-acetamido-6-azido-3,6-dideoxy-α-D-glucopyranoside by hydrazine was accompanied with reduction of the azido group to give directly methyl 3,6-diamino-3,6-dideoxy-α-D-glucopyranoside. Treatment of methyl 3-acetamido-3-deoxy-2,6-di-O-p-tolylsulfonfl-α-D-glucopyranoside with sodium azide afforded, via an 2,3-oxazolinium intermediate, methyl 3-acetamido-6-azido-3,6-dideoxy-α-D-mannopyranoside. The isolation of a new compound, methyl 3-amino-3-deoxy-β-L-glucopyranoside from nitromethane condensation products was added.
- 公益社団法人日本薬学会の論文
- 1966-08-25
著者
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井上 重治
Central Research Laboratories, Meiji Seika Kaisha, Ltd.
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井上 重治
Central Research Laboratories Meiji Seika Kaisha Ltd.
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