5696-58-2

Usage

InChI:InChI=1/C18H26O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h11,13-16H,2-10H2,1H3/t11?,13-,14+,15+,16-,18-/m0/s1

Upstream product

• 434-22-0 19-nortestosterone 
• 734-32-7 estra-4-ene-3,17-dione 
• 1434-85-1 17β-hydroxy-5α-estran-3-one 
• 73680-47-4 3β-acetoxy-19-norandrosta-1(10),5-dien-17-one 

Downstream Products

• 103304-60-5 2α-(phenylselenenyl)-5α-estrane-3,17-dione 
• 1225-01-0 19-Norandrosterone 
• 151774-83-3 3α-hydroxy-5α-estrane-17β-carbonitrile 
• 734-32-7 estra-4-ene-3,17-dione 
• 1313600-73-5 (3α,5α,17β)-estrane-3,17-diol 3-acetate 17-tosylate 
• 1430063-62-9 C₂₇H₃₆F₂O₃S 
• 1430064-19-9 C₂₇H₃₆F₂O₃S 
• 1430063-87-8 C₂₇H₃₇FO₃S 

Relevant academic research and scientific papers

Synthesis of 5β,17α-19-norpregn-20-yne-3β,17-diol and of 5β,17α-19-norpregn-20-yne-3α,17-diol, human metabolites of norethindrone

A convenient synthesis of both 5β, 17α-19-norpregn-20-yne-3β,17-diol (1) and 5β,17α-19-norpregn-20-yne-3α, 17-diol (2) in multigram quantities from estr-4-ene-3, 17-dione is reported. Full characterization of these often-cited human melaholites of norethindrone is presented for the first time.

Photoinduced Molecular Transformations. Part 112.Transformation of Steroids into Ring-A-Aromatized Steroids and 19-Norsteroids involving a Regioselective β-Scission of Alkoxyl Radicals; Synthesis of Two Marine Natural Products, 19-Nor-5α-cholestan-3β-ol and 19-norcholest-4-en-3-one...

A new transformation of steroids into 19-norsteroids and ring-A-aromatized steroids is described.The transformation method involves the removal of the 10β-methyl group by a regioselective β-scission of alkoxyl radicals.Cholesterol was transformed into two marine natural products, 19-nor-5α-cholestan-3β-ol and 19-norcholest-4-en-3-one, and into 19-norcholesta-1,3,5(10)-trien-3-ol.Transformations of 3β-hydroxyandrost-5-en-17-one into 19-nortestosterone, estrone, and the related estranes are also described.

Stereochemistry of the Palladium-catalyzed Hydrogenation of 3-Oxo-4-ene Steroids. V. A Kinetic Study in Basic and Acidic Media

Effects of the β-methyl group at C-10 and some oxygen functions (=O, OH, OAc) at C-11, C-17, and C-20 on the rates of hydrogenation of 3-oxo-4-ene steroids have been studied with palladium catalyst in pyridine or THF/HBr as solvent.In contrast to the hydrogenation in pyridine, the rate in THF/HBr was greatly depressed by the presence of 10β-methyl group.The reactivity of the steroids was enhanced by the oxygen functions, in particular, by 11, 17-dioxo group.The effects of the substituents are discussed from a mechanistic consideration based on the obtained results.

Microbiological Transformations. XIII. Transformations of 19-Nor and 19-Hydroxy Analogues of Testosterone and Androstendione by Means of Rhodotorula mucilaginosa Strain

Preparative transformation carried out