海人草有効成分ならびに関連化合物の研究 第10報

Kainic Acidの分解成績体およびその関連化合物の合成 その1

抄録

A process for preparing 1-amino-3-methylbutan-2-one (IV) easily and in a good yield was devised. Condensation of (IV) and ethyl oxalylacetate yielded 2-carboxy-3-ethoxy-carbonyl-4-isopropylpyrrole (VIII) which was derived to 2-carboxy-4-isopropylpyrrole (XI) on heating with potassium hydroxide solution. Decarboxylation of (VIII) followed by saponification with sodium hydroxide solution afforded 3-carboxy-4-isopropylpyrrole (XIII). Dry distillation of (XI) yielded β-isopropylpyrrole (XVI) which was identical with the pyrrole obtained by Ueno, et al. By the soda lime or zinc dust dry distillation of kainic acid. The pyrrole-carboxylic acid formed by the hydrolysis of pyrocol was found to be identical with (XI). Condensation of (IV) with ethyl acetoacetate afforded 2-methyl-3-ethoxycarbonyl-4-isopropylpyrrole (XVII) whose saponification with potassium hydroxide afforded 2-methyl-3-carboxy-4-isopropylpyrrole (XVIII). Dry distillation of (XVIII) gave 2-methyl-4-isopropylpyrrole (XIX).