Total Synthesis of Pyrrolnitrin. VIII. A New Method of Pyrrole Ringclosure using Aminoacetal
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概要
- 論文の詳細を見る
A new method of pyrrole ringclosure using an aminoacetal (V) was investigated. Condensation of 2-nitro-3-chlorophenylpyruvic acid (VIII) and 2-nitro-3-chlorophenylacetone (XVI) with V afforded 3-(2-nitro-3-chlorophenyl) pyrrole (XII) and 1-acetyl-2-methyl-3-(2-nitro-3-chlorophenyl) pyrrole (XX) respectively in an AcOH-AcONa・3H_2O mixture. Cyclization of an enamine (XIV), prepared from ethyl 2-nitro-3-chlorophenylpyruvate (XIII) and V, under anhydrous condition afforded ethyl 3-(2-nitro-3-chlorophenyl)-2-pyrrolecarboxylate (XV). Hantzsch reaction was applied to VIII, which gave lastly XII. The reaction mechanism of these reactions was proposed.
- 社団法人日本薬学会の論文
- 1969-03-25
著者
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海尾 澄則
Research Laboratories, Fujisawa Pharmaceutical Co., Ltd.
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刈米 和夫
Research Laboratories, Fujisawa Pharmaceutical Co., Ltd.
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田中 邦彦
Research Laboratories, Fujisawa Pharmaceutical Co., Ltd.
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田中 邦彦
Research Laboratories Fujisawa Pharmaceutical Co. Ltd.
-
刈米 和夫
Research Laboratories Fujisawa Pharmaceutical Co. Ltd.
-
海尾 澄則
Fujisawa Pharmaceutical Co. Ltd.
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