51154-10-0

Usage

Chemical Properties

White Powder

Uses

4,5-Epoxy-17β-hydroxy-5-androstan-3-one is used in the preparation of steroidal carbonitriles as potential aromatase inhibitors. 4α,5-Epoxy-17β-hydroxy-5α-androstan-3-one inhibits HIV-1 nuclear regulatory protein tat.

Upstream product

• 1221910-14-0 17-Hydroxy-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-one 
• 58-22-0 testosterone 

Downstream Products

• 2141-17-5 4-Hydroxy-testosteron 
• 81917-14-8 4-Methyl-benzenesulfinic acid (3S,3aS,5aS,6R,9aS,9bS)-6-but-3-ynyl-3a,6-dimethyl-7-oxo-dodecahydro-cyclopenta[a]naphthalen-3-yl ester 
• 126605-45-6 17β-hydroxy-4-phenylthia-4-androsten-3-one 
• 1382358-04-4 4-(4-aminophenyl)thia-17β-hydroxy-4-androsten-3-one 
• 5178-01-8 17β-acetoxy-4α,5α-epoxy-androstan-3-one 
• 5012-85-1 17β-acetoxy-4β,5β-epoxyandrostan-3-one 
• 87136-10-5 17β-<(tert-butyldimethylsilyl)oxy>-5,5-(ethylenedioxy)-2,5-seco-3,4-dinorandrostan-2-yl thiobenzoate 
• 2141-17-5 4-hydroxytestosterone 
• 58-22-0 testosterone 
• 17520-06-8 17β-acetoxy-4,5-secoandrost-3-yn-5-one 
• 17541-44-5 17β-hydroxy-5-oxo-4,5-seco-androst-3-yne 

Relevant academic research and scientific papers

Highly efficient alkene epoxidation and aziridination catalyzed by iron(II) salt + 4,4′,4″-trichloro-2,2′:6′,2″-terpyridine/ 4,4″-dichloro-4′-O-PEG-OCH3-2,2′:6′,2″- terpyridine

(Chemical Equation Presented) "Iron(II) salt + 4,4′,4″- trichloro-2,2′:6′,2″-terpyridine" is an effective catalyst for epoxidation and aziridination of alkenes and intramolecular amidation of sulfamate esters. The epoxidation of allylic-substituted cycloalkenes achieved excellent diastereoselectivities up to 90%. ESI-MS results supported the formation of iron-oxo and -imido intermediates. Derivitization of Cl3terpy to O-PEG-OCH3-Cl2terpy renders the terpyridine unit to be recyclable, and the "iron(II) salt + 4,4″-dichloro-4′-O-PEG-OCH3-2,2′:6′,2″- terpyridine" protocol can be reused without a significant loss of catalytic activity in the alkene epoxidation.

Use of 4,17 beta-dihydroxyandrost-4-ene-3-one for treating cancers

The present invention relates to novel uses of 4,17β-dihydroxyandrost-4-ene-3-one (hereinafter 4-hydroxytestosterone), to a process for their preparation, to pharmaceutical compositions containing them, and to the use of said compounds for the prophylaxis and/or treatment of hormone-dependent or hormone receptor regulated cancers in mammals.

An easy deoxygenation of conjugated epoxides

An easy and high yielding transformation of epoxyketones and phenyl substituted epoxides to trans olefins in a convergent diastereoselective process is reported. The method was applied to the selective C-25 hydroxy- functionalisation of 3-keio-Δ4-cholestan-3-one, a key intermediate for the synthesis of C-25 hydroxy vitamin D3. (C) 2000 Elsevier Science Ltd.