TETRAHYDROCANNABINOLS. I. SYNTHESIS OF THE FOUR ISOMERS OF 2-(3,5-DIMETHOXYPHENYL)-3-METHYLOCTANE.

Abstract

The objective of this program was to obtain the eight individual isomers of a tetrahydrocannabinol for pharmacological evaluation. The previously unknown alpha-n-amyl-beta-methyl-3,5-dimethoxyhydrocinnamic acid (V) has been synthesized and separated into its erythro and threo isomers. These were resolved, then each converted in a three-step reaction sequence into the four stereoisomers of 2-(3,5-dimethoxyphenyl)-3-methyloctane (VII). The configurations of the VII isomers have been assigned by a conformational analysis of the infrared absorption spectra of the carbinols (VI) from which they are derived. (Author)

Document Details

Document Type
Technical Report
Publication Date
Oct 01, 1964
Accession Number
AD0354224

Entities

People

  • C. Parker Ferguson
  • Herbert S. Aaron

Organizations

  • Edgewood Chemical Biological Center

Tags

DTIC Thesaurus Topics

  • Absorption
  • Absorption Spectra
  • Carbinols
  • Diffraction
  • Electromagnetic Spectra
  • Isomers
  • Resonance Absorption
  • Sequences
  • Sorption
  • Spectra
  • Stereoisomers
  • Test And Evaluation

Fields of Study

  • Chemistry

Readers

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  • Organic Chemistry