Highly Stereoselective Total Synthesis of Tylonolide, the Aglycon of the 16-Membered Macrolide Antibiotic Tylosin. II. Total Synthesis of Tylonolide by Virtue of 4-Methoxybenzyl and 3,4-Dimethoxybenzyl Protection(Organic,Chemical)

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概要

• 論文の詳細を見る

• Tylonolide, was synthesized from D-glucose via coupling and cyclization of two segments i (2) (C-11-C-17) and ii (3) (C-1-C-10), which were synthesized from diacetoneglucose. A Prelog-Djerassi lactone-type compound was an intermediate in the synthesis of the latter segment. Esterification of the two segments by Yamaguchi's method followed by macrocyclization by use of the Wittig-Horner reaction gave the 16-membered cyclic enone, whose protecting groups were removed to afford tylonolide. In this total synthesis, 4-methoxybenzyl and 3,4-dimethoxybenzyl protecting groups played an important role.

• 公益社団法人日本薬学会の論文
• 1987-06-25

著者

• 及川 裕二

  Faculty Of Pharmaceutical Sciences Hokkaido University

• 米光 宰

  Faculty of Pharmaceutical Sciences, Hokkaido University

• 及川 裕二

  北大薬

• 米光 宰

  北海道大学薬学部

• 米光 宰

  Faculty Of Pharmaceutical Sciences Hokkaido University

• 浜田 辰夫

  Faculty of Pharmaceutical Sciences, Hokkaido University

• 田中 達義

  Faculty of Pharmaceutical Sciences, Hokkaido University

• 浜田 辰夫

  北大薬

• 米光 宰

  北大 薬

• 田中 達義

  Faculty Of Pharmaceutical Sciences Hokkaido University

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