A synthesis of 3alpha,6alpha,17alpha-trihydroxy-5beta-pregnan-20-one (triolone) from 3alpha,6alpha-dihydroxy-5beta-pregnan-20-one (diolone).
An optimization of synthesis of 3alpha,6alpha,17alpha-trihydroxy-5beta-pregnan-20-one from 3alpha,6alpha-dihydroxy-5beta-pregnan-20-one by subsequent acetylenolization, epoxidation, and ring opening reactions has been described. Epoxide hydrolysis at different temperatures (room and at boiling) has also been investigated.
Mazurkiewicz
Witold
W
Department of Organic Chemistry, Faculty of Chemistry, Rzeszów University of Technology, 6 Powstańców Warszawy Av., 35-011 Rzeszów, Poland.
D000114:Acetylene; D004852:Epoxy Compounds / Q000138:chemical synthesis; D005561:Formates / Q000737:chemistry; D006868:Hydrolysis; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D011280:Pregnanolone / Q000031:analogs & derivatives / Q000737:chemistry*
C481459:3,6,17-trihydroxypregnan-20-one; D004852:Epoxy Compounds; D005561:Formates; D007202:Indicators and Reagents; C008817:peroxyformic acid; C051190:pregnan-3,6-diol-20-one; D011280:Pregnanolone; D000114:Acetylene