Canadian Journal of Chemistry

Preparation of two metabolites of isometheptene

WG Taylor, RT Coutts

Index: Taylor,W.G.; Coutts,R. Canadian Journal of Chemistry, 1979 , vol. 57, p. 2103 - 2107

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Citation Number: 1

Abstract

trans-(E)-2-Methyl-6-methylamino-2-hepten-1-ol (6) and cis-(Z)-2-methyl-6-methylamino-2- hepten-1-ol (13), two in vivo metabolites from the antispasmodic agent isometheptene (2),((±)-N, 1, 5-trimethyl-4-hexenylamine) have been synthesized. In the first synthesis of the trans isomer, the N-trifluoroacetyl derivative of 2 was oxidized with selenium dioxide in ethanol to give trans-2-methyl-6-N-methyltrifluoroacetamido-2-hepten-1-al (4). Aldehyde ( ...