The synthesis of pantherine and related compounds

K Bowden, G Crank, WJ Ross

Index: Bowden,K. et al. Journal of the Chemical Society [Section] C: Organic, 1968 , p. 172 - 185

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Citation Number: 23

Abstract

One of the active principles of Amanita muscaria, 5-aminomethyl-3-hydroxyisoxazole (I) has been synthesised from 3-bromo-5-methylisoxazole by way of 3-methoxyisoxazole-5-acetic acid (XIII), and from 3-methoxyisoxazole-5-carboxylic acid (XXa) by reduction of its amide with diborane. Analogues of (I) with methyl and ethyl substituents in the 4-position have been prepared similarly from 3-hydroxy-4, 5-dimethylisoxazole and 4-ethyl-3-hydroxy-5- ...