Synthesis of 2-O-(3-O-carbamoyl-α-D-mannopyranosyl)-L-gulopyranose: Sugar moiety of antitumor antibiotic bleomycin

Tetsuta Oshitari, Masakatsu Shibasaki, Takeshi Yoshizawa, Masahiro Tomita, Ken Ichi Takao, Susumu Kobayashi

研究成果: Article査読

66 被引用数 (Scopus)

抄録

A new route to the disaccharide moiety (2-O-(3-O-carbamoyl-α-D-mannopyranosyl)-L-gulopyranose) of the antitumor agent bleomycin was developed. Both the L-gulose synthon 21 and the 3-O-carbamoyl-D-mannose segment 30 were prepared from D-mannose in a regioselective manner by applying stannylene acetal methodology. Glycosylation of 21 with 30 proceeded smoothly, and further conversion to disaccharide derivatives (33 and 34) was successfully accomplished.

本文言語English
ページ(範囲)10993-11006
ページ数14
ジャーナルTetrahedron
53
32
DOI
出版ステータスPublished - 1997 8月 11
外部発表はい

ASJC Scopus subject areas

  • 生化学
  • 創薬
  • 有機化学

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