DID YOU KNOW? DTIC has over 3.5 million final reports on DoD funded research, development, test, and evaluation activities available to our registered users. Click HERE
to register or log in.
SYNTHESIS OF 7-METHYL-2-OXO-2,4,5,6-TETRAHYDROPYRROLO (1,2-C) PYRIMIDINE
CHEMICAL RESEARCH AND DEVELOPMENT LABS EDGEWOOD ARSENAL MD
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-tetrahydropyrrolo1,2- 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-tetrahydropyrrolo1,2-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.
Technical rept. for Sep 1960-Jun 1961
The work was performed in conjunction with Contract DA18 108CML5998. DOI: 10.21236/AD0612474
Approved for public release; distribution is unlimited.