SYNTHESIS OF 7-METHYL-2-OXO-2,4,5,6-TETRAHYDROPYRROLO (1,2-C) PYRIMIDINE

Abstract

As part of a study for the elucidation of the structure of saxitoxin, the synthesis was undertaken of a possible C8 fragment resulting from the degradation of the natural product. The preparation of 7-methyl-2-oxo2,4,5,6- tetrahydropyrrolo (1,2-c)-pyrimidine, a new ring system, is described. The selective oxidation to the desired 7-methyl-2-oxo-2,4,5,6-tetrahydropyrrolo(1,2- c) pyrimidine was accomplished with a dilute neutral aqueous solution of potassium permanganate at room temperature overnight. The physical and analytical properties of 7-methyl-2-oxo-2,4,5,6-tetrahydropyrrolo(1,2-c) pyrimidine were not identical with those of the product obtained from the natural product. The 8-methyl derivative is the correct structure of one of the degradation products of saxitoxin.

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Document Details

Document Type
Technical Report
Publication Date
Nov 01, 1964
Accession Number
AD0612474

Entities

People

  • Rar R. Irino

Organizations

  • Edgewood Chemical Biological Center

Tags

Communities of Interest

  • Weapons Technologies

DTIC Thesaurus Topics

  • Aqueous Solutions
  • Biological Products
  • Degradation
  • Ethers
  • Hydrogen
  • Hydroxides
  • Magnetic Resonance
  • Mixtures
  • Nitrogen
  • Nuclear Magnetic Resonance
  • Oxidation
  • Physical Properties
  • Potassium
  • Potassium Permanganate
  • Resonance
  • Spectra
  • Transition Temperature

Fields of Study

  • Chemistry

Readers

  • Analytical Chemistry
  • Aquatic Ecology
  • Structural Dynamics.