51154-10-0

Basic information

• Product Name: 4,5-Epoxy-17β-hydroxy-5-androstan-3-one
• Synonyms: 4,5-Epoxy-17β-hydroxy-5-androstan-3-one;FNRMBSNOUHBOND-KATRXDCTSA-N
• CAS NO: 51154-10-0
• Molecular Formula: C₁₉H₂₈O₃
• Molecular Weight: 304.42382
• Product Categories: Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals, Steroids
• Mol File: 51154-10-0.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4,5-Epoxy-17β-hydroxy-5-androstan-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-Epoxy-17β-hydroxy-5-androstan-3-one(51154-10-0)
• EPA Substance Registry System: 4,5-Epoxy-17β-hydroxy-5-androstan-3-one(51154-10-0)

Safety Data

• Hazardous Substances Data: 51154-10-0(Hazardous Substances Data)

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

• 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 
• 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 
• 5178-01-8 17β-acetoxy-4α,5α-epoxy-androstan-3-one 
• 5012-85-1 17β-acetoxy-4β,5β-epoxyandrostan-3-one 
• 1382358-04-4 4-(4-aminophenyl)thia-17β-hydroxy-4-androsten-3-one 
• 126605-45-6 17β-hydroxy-4-phenylthia-4-androsten-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-Hydroxy-testosteron 
• 2141-17-5 4-hydroxytestosterone 
• 58-22-0 testosterone 

Relevant articles and documents

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.

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.