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Abstract

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Communication | Regular issue | Vol 3, No. 10, 1975, pp. 811 - 820
Published online:
DOI: 10.3987/R-1975-10-0811
Formation of Protoberberines by Debenzylation and Photolysis of Tetrahydroisoquinolines

Tetsuji Kametani,* Keiichiro Fukumoto, Masataka Ihara, Makoto Takemura, Hiroo Matsumoto, Bantwal R. Pai, Kuppuswamy Nagarajan, Manakkal S. Premila, and Hosbett Suguna

*Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980-8578, Japan

Abstract

Treatment of 1-(3-benzyloxybenzyl)-1,2,3,4-tetra- hydroisoquinolines (1, 5 and 6) with hydrochloric acid in ethanol without formalin gave the corresponding phenolic isoquinolines (2, 8 and 9) and the tetrahydroprotoberberines (3, 11 and 12). The former products (2, 8 and 9) on photolysis also gave the tetrahydroprotoberberines (3, 11 and 12) together with the normal products, aporphines.

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