Deoxysugar Synthesis. IV. Deoxygenation of Aminoglycoside Antibiotics through Reduction of Their Dithiocarbonates

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概要

• 論文の詳細を見る

• 3-Dithiocarbonates (1d, 1e, 3a) and 3,4-bis analog (1b) derived from methyl 2,6-dibenzyloxycarbonylamino-2,6-dideoxy-α-D-glucopyranoside (1a) were converted into 3-deoxy compounds (1c, 1f, 3b) and 3-eno compound (2) respectively in good yield on treatment with tributylstannane. This reaction process was extended into the field of aminoglycoside antibiotics, giving 5-deoxykanamycin B (8a), 3', 4', 5-trideoxykanamycin B (8c), 3', 4', 5-trideoxy-3'-enokanamycin B (8b), 6-deoxybutirosin A (9a), and 3'-deoxybutirosin A (9b) whose antibacterial activities were discussed. Structures of these deoxysugars were confirmed by carbon-13 nuclear magnetic resonance spectrometry.

• 社団法人日本薬学会の論文
• 1978-06-25

著者

• 大木 英二

  Central Research Laboratories, Sankyo Co., Ltd.

• 林 輝雄

  Chemical Research Laboratories Sankyo Co. Ltd.

• 大木 英二

  Research Laboratory Zenyaku Kogyo Co. Ltd.

• 大木 英二

  Central Research Laboratories Sankyo Co. Ltd.

• 林 輝雄

  Central Research Laboratories, Sankyo Co., Ltd.

• 武田 憲子

  Central Research Laboratories, Sankyo Co., Ltd.

• 岩岡 貞樹

  Central Research Laboratories, Sankyo Co., Ltd.

• 武田 憲子

  Medical Chemistry Research Laboratories Sankyo Co. Ltd.

• 岩岡 貞樹

  Central Research Laboratories Sankyo Co. Ltd.

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