Anticholinergic Agents. Synthesis of 4-Diphenylmethylene-1,1,2,3-tetramethylpyrrolidinium Iodide

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概要

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• In order to examine the structure-activity relationship, trans- and cis-4-diphenylmethylene-1,1,2,3-tetramethylpyrrolidinium iodides (1a, b) were synthesized via trans-(8a) and cis-α, α-diphenyl-1,2,3-trimethyl-4-pyrrolidinemethanol (8b). These two intermediates were found to be derived readily from ethyl α-cyano-β-methyllevulinate. Although dehydration of 8a by refluxing with sodium acetate in acetic anhydride resulted in the ring-opening to form N-methyl-N-(4,4-diphenyl-1,2-dimethyl-3-butenyl) acetamide, the treatment of 8a and 8b with 20% sulfuric acid in acetic acid gave smoothly trans- and cis-1,2,3-trimethyl-4-diphenylmethylenepyrrolidine (10a, b), respectively. Anticholinergic activity of the methiodides (la, b) were tested.

• 公益社団法人日本薬学会の論文
• 1976-06-25

著者

• 大木 貞雄

  Tokyo College of Pharmacy

• 松田 秀明

  Tokyo College Of Pharmacy

• 大木 貞雄

  東京薬科大学

• 尾澤 永紀

  Tokyo College of Pharmacy

• 矢部 裕一郎

  Tokyo College of Pharmacy

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