Metabolic Products of Fungi. XXVI. Synthesis of racemic Ustilaginoidin A and Its Related Compounds. (1). Synthesis of 2.2', 4.4', 5.5', 7.7'-Octamethoxy-1.1'-binaphthalene (=Product A Octamethyl Ether).

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概要

• 論文の詳細を見る

• Octamethyl ether of product A which was derived from ustilaginoidin A by alkaline degradation was synthesized by the Ullmann condensation of dimethyl ether of 5-bromo-6,8-dimethyl-1,3-naphthalenediol (XXI). Starting from 3,5-dimethoxyphenylacetic acid (IX), the 2-bromo derivative (VII) was prepared which was C-acetylated to afford XX, and then cyclized to form a bromonaphthalene derivative (XXI), whose methyl ether is XXII. The position of C-C linkage connecting two monomeric moieties of ustilaginoidins has unequivocally been established. Rearrangement of bromine atom during the process of methylation of bromohydroxynaphthalenes and cyclization forming the naphthalene nucleus were also discussed.

• 公益社団法人日本薬学会の論文
• 1967-11-25

著者

• 柴田 承二

  Shibata Laboratory of Natural Medicinal Materials

• 柴田 承二

  Faculty Of Pharmaceutical Sciences University Of Tokyo

• 森下 頴策

  Faculty Of Pharmaceutical Sciences University Of Tokyo:(present Address)research Laboratory Of Takas

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