Synthesis of 5,17-dihydroxy-5 alpha, 17 alpha,-19-norpregn-20-yn-3-one, a major photodegradation product of norethindrone.
A convenient synthesis of 5,17-dihydroxy-5 alpha,17 alpha-19-norpregn-20-yn-3-one in multigram quantities from norethindrone is reported. Confirmation of the structural assignment of this major photodegradation product of norethindrone is thus made.
Cooper
G F
GF
Institute of Organic Chemistry, Syntex Research, Palo Alto, CA 94304.
D009640:Norethindrone / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000378:metabolism*; D010777:Photochemistry
C058988:5,17-dihydroxy-5,17,19-norpregn-20-yn-3-one; D009640:Norethindrone