Syntheses and advanced NMR structure determination of androsteno-[17,16-d]-pyrimidine derivatives

Steroids. 2002 Aug;67(9):749-56. doi: 10.1016/s0039-128x(02)00031-4.

Abstract

Reactions of 16-hydroxymethylene- and 16-aminomethylene-3beta-hydroxy-5-androsten-17-one with formamide and guanidine were carried out resulting in the formation of [16,17-d]-pyrimidine rings. Advanced two-dimensional NMR methods were used to investigate the structure of the products. Homonuclear-, and heteronuclear chemical shift correlation experiments yielded the complete 1H-, 13C- and 15N signal assignment for these compounds.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Androstenes / chemical synthesis*
  • Androstenes / chemistry
  • Androsterone / analogs & derivatives*
  • Androsterone / chemical synthesis*
  • Androsterone / chemistry
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular / methods
  • Pyrimidines / chemical synthesis*
  • Pyrimidines / chemistry*

Substances

  • Androstenes
  • Pyrimidines
  • androsteno-(17,16-d)-pyrimidine
  • Androsterone
  • pyrimidine