130251-44-4

Basic information

• Product Name: 7-oxocholest-5-en-3β,4α-yl diacetate
• Synonyms: 7-oxocholest-5-en-3β,4α-yl diacetate
• CAS NO: 130251-44-4
• Molecular Weight: 500.719
• Mol File: 130251-44-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 7-oxocholest-5-en-3β,4α-yl diacetate(CAS DataBase Reference)
• NIST Chemistry Reference: 7-oxocholest-5-en-3β,4α-yl diacetate(130251-44-4)
• EPA Substance Registry System: 7-oxocholest-5-en-3β,4α-yl diacetate(130251-44-4)

Safety Data

• Hazardous Substances Data: 130251-44-4(Hazardous Substances Data)

Upstream product

• 809-51-8 7-ketocholesteryl acetate 
• 108-24-7 acetic anhydride 

Relevant articles and documents

Oxidation of steroidal compounds with Mn(III) acetate

Mn(III) acetate oxidation of cholest-5-ene (I) in acetic acid-acetic anhydride affords 5 ξ-hydroxycholestan-6 ξ-yl acetic acid γ-lactone (VI), 5 ξ-acetoxycholestan-6 β-ol (VII) and 6 ξ-carboxymethylenecholest-4-ene (VIII). Under similar reaction conditions 3 β-acetoxycholest-5-ene (II) gives 4 β-hydroxycholest-5-en-3β-yl acetic acid γ-lactone (IX), its 7 α-acetoxy analogue (X) and 3 β-acetoxy-5 β-hydroxycholestane-6 ξ-yl acetic acid γ-lactone (XI). The chloroolefin (III) gives X and 3 β-chloro-5 α-cholestan-6 β-ol (XII). I with Mn (III) acetate in propionic acid-propionic anhydride affords 2'-methyl-5ξ-hydroxycholestan-6ξ-yl acetic acid γ-lactone (XIII) and 2'-methyl-7α-propionoxy-4 β-hydroxycholest-5-en-3β-yl acetic acid γ-lactone (XIV). II and III give 3β-propionoxycholest-5-ene (XV), the product of nucleophilic substitution at C-3. The difference noticed in the behavior of Mn (III) acetate in acetic acid-acetic anhydride and Mn (III) acetate in propionic acid-propionic anhydride towards II and III eludes rationalization. 7-Oxocholest-5-en-3β-yl acetate (IV) when treated with Mn (III) acetate in acetic acid-acetic anhydride gives 7-oxocholesta-3,5-diene (XVI), 7-oxocholest-5-en-3β, 4α-yl diacetate (XVII) and 4β-hydroxy-7-oxocholest-5-en-3β-yl acetic acid γ-lactone (XVIII). Under similar conditions 3-oxocholest-4-ene (V) affords 3-oxocholest-4-en-6 α-yl acetate (XIX), its 6β-epimer (XX) and 3-oxocholesta-1, 4-diene (XXI). The products have been characterized on the basis of elemental analysis, spectral values and in some cases by conversions and comparison with authentic samples.