40855-80-9Relevant academic research and scientific papers
Epalons: 6-substituted derivatives of 7-norepiallopregnanolone
Kasal, Alexander
, p. 3559 - 3565 (2000)
The target compounds (3α-hydroxy-5,6-epoxy-7-nor-5α-pregnan-20-one, 3α-hydroxy-5,6β-epoxy-7-nor-5β-pregnan-20-one and 3α-hydroxy-7-nor-5α- pregnane-6,20-dione) were prepared from 5,6β-dihydroxy-20-oxo-5α-pregnan- 3β-yl acetate via the corresponding 5,6-se
New Syntheses of 19,21-Dihydropregn-4-ene-3,20-dione, 21-Hydroxy-19-norpregn-4-ene-3,20-dione, and 11β,19,21-trihydroxypregn-4-ene-3,20-dione
Kirk, David N.,Yeoh, Boon Leng
, p. 2945 - 2952 (2007/10/02)
19,21-Dihydroxypregn-4-ene-3,20-dione has been synthesized from 3β-acetoxypregn-5-en-20-one via the "hypoiodite reaction" , and Henbest acetoxylation at C-21; oxidation of the intermediate 21-monoacetate to 19-oxo derivative and alkaline cleavage gave 21-hydroxy-19-norpregn-4-ene-3,20-dione.A similar synthesis of 11β,19,21-trihydroxypregn-4-ene-3,20-dione from 3β-acetoxypregn-5-ene-11,20-dione proceeded through intermediates with the 11β-hydroxy function protected as its acetate.Unusual features mainly of conformational origin were observed in the presence of the 11β-acetoxy substituent; some were helpful to the synthesis, while others led to undesirable side reactions.
