Acta Periodica Technologica (Jan 2003)

Synthesis of some diol DErivatives as potential reagents in steroid chemistry

  • Penov-Gaši Katarina M.,
  • Kuhajda Ksenija N.,
  • Cvjetićanin Stanko M.,
  • Đurendić Evgenija A.,
  • Medić-Mijačević Ljubica D.,
  • Pejanović Vjera M.,
  • Sakač Marija N.

DOI
https://doi.org/10.2298/APT0334111P
Journal volume & issue
Vol. 2003, no. 34
pp. 111 – 118

Abstract

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The multistage syntheses of the p-toluenesulphonyloxy esters (1-benzyloxy-4-p-toluenesulphonyloxybutane (3a) 1-benzyloxy-6-p-toluenesulphonyloxyhexane (3b) and 1-benzyloxy-10-p-toluenesulphonyloxydecane (3c)(, alkyl chlorides (1-benzyloxy-4-chlorobutane (4a), 1-benzyloxy-6-chlorohexane (4b) and 1-benzyloxy-10-chlorodecane (4c)(, as well as alkyl iodides (1-benzyloxy-4-iodobutane (5a), 1-benzyloxy-6-iodohexane (5b) and 1-benzyloxy-10-iododecane (5c)( with the terminal O-benzyl groups starting from 1,4-butanediol (1a), 1,6-hexanediol (1b) and 1,10-decanediol (1c) were carried out. The possibilities of formation and addition of the corresponding Grignard reagent to the C-17 carbonyl group of dehydroepiandrosterone were investigated.

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