Synthesis and Utility of 2-(Benzoyloxyimino)-2-deoxy-α-D-lyxo-hexopyranosyl Bromide as a Novel α-D-Talosaminide Building Block

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概要

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• A novel α-D-talosaminyl donor, 2-(benzoyloxyimino)-2-deoxy-α-D-lyxo-hexopyranosyl bromide has been synthesized in a total yield of 32% over 6 steps from D-galactose. The utility of the donor was evaluated for the elaboration of α-D-TalNAc-(1→6)-α-D-Gal, α-D-TalNAc-(1→6)-α-D-Glc, and α-D-TalNAc-(1→3)-L-serine derivatives by a simple 3-step sequence, comprising α-selective glycosylation of appropriately protected acceptors of D-galactose, D-glucose, and L-serine, talo-selective hydroboration of the oxyimino function to an amino group, and N-acetylation.

• 公益社団法人日本薬学会の論文
• 1996-01-15

著者

• Takahashi K

  Faculty Of Pharmaceutical Sciences Hoshi University

• Takahashi K

  School Of Pharmaceutical Sciences Kitasato University

• ZEN Shonosuke

  School of Pharmaceutical Sciences, Kitasato University

• KAJI Eisuke

  School of Pharmaceutical Sciences, Kitasato University

• TAKAHASHI Keiko

  School of Pharmaceutical Sciences, Toho University

• OSA Yumiko

  School of Pharmaceutical Sciences, Kitasato University

• Osa Y

  Kitasato Univ. Tokyo Jpn

• Osa Yumiko

  School Of Pharmaceutical Sciences Kitasato University

• Kaji E

  Kitasato Univ. Tokyo Jpn

• Kaji Eisuke

  School Of Pharmaceutical Sciences Kitasato University

• Zen Shonosuke

  School Of Pharmaceutical Sciences Kitasato University

• Takahashi Keiko

  School Of Pharmaceutical Sciences Toho University

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