1975-34-4

Basic information

• Product Name: (4beta,5beta)-4,5-epoxycholestan-3-one
• CAS NO: 1975-34-4
• Molecular Formula: C₂₇H₄₄O₂
• Molecular Weight: 400.6371
• Mol File: 1975-34-4.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 491.5°C at 760 mmHg
• Flash Point: 174.5°C
• Density: 1.03g/cm³
• Vapor Pressure: 8.36E-10mmHg at 25°C
• Refractive Index: 1.527
• CAS DataBase Reference: (4beta,5beta)-4,5-epoxycholestan-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: (4beta,5beta)-4,5-epoxycholestan-3-one(1975-34-4)
• EPA Substance Registry System: (4beta,5beta)-4,5-epoxycholestan-3-one(1975-34-4)

Safety Data

• Hazardous Substances Data: 1975-34-4(Hazardous Substances Data)

Usage

General Description

(4beta,5beta)-4,5-epoxycholestan-3-one, also known as 4,5-epoxycholestan-3-one, is a steroidal compound that is derived from cholesterol. It is an intermediate in the biosynthesis of bile acids, which are important for the digestion and absorption of fats. (4beta,5beta)-4,5-epoxycholestan-3-one has been studied for its potential roles in cholesterol metabolism and gallstone formation. It is also used as a chemical intermediate in the synthesis of other steroidal compounds. Research on (4beta,5beta)-4,5-epoxycholestan-3-one continues to uncover its biological significance and potential applications in medicine and biochemistry.

Upstream product

• 601-57-0 Cholest-4-en-3-one 
• 57-88-5 cholesterol 

Downstream Products

• 80-97-7 Cholestanol 
• 20834-99-5 5α-cholestane-3β,4β-diol 
• 601-57-0 Cholest-4-en-3-one 
• 66613-05-6 4-(Phenylsulfanyl)cholest-4-en-3-one 
• 1508-94-7 3,5-seco-4-nor-cholestan-5-one-3-oic acid 
• 117781-57-4 4-oxa-4-nor-5-formyloxy-5α-cholestan-3-one 
• 117781-56-3 3-oxa-4aξ,5ξ-epoxy-A-homocholestane-4,6-dione 
• 103216-19-9 3-oxo-2'-phenyl-4-cholesteno<4,6-cd>pyrazole 
• 121868-62-0 3,4-<4-<3-<(tert-butyldiphenylsilyl)oxy>-(E)-propylidene>tetrahydrofurano>-5β-cholestane-3β,5-diol 
• 2066-11-7 4-Chlor-cholest-4-en-3-on 
• 19548-94-8 A-nor-B-homo-5α-cholestan-6-one 

Relevant articles and documents

The Crystal Structures of the α- and β-Diastereomers of 4,5-Epoxy-cholestan-3-one

The α and β-diastereomers of 4,5-epoxy-cholestan-3-one were obtained by epoxidation of cholest-4-en-3-one with H2O2 in basic media. The α-diastereomer 2a shows a monoclinic crystal system with dimension of cell unit: a = 11.6088(15), b = 6.3272(8), c = 16.164(2) ?; β = 94.040(11)° and trans A/B, B/C and C/D ring junctions and the β-diastereomer 2b has a orthorhombic crystal system with dimension of cell unit: a = 9.0542(4), b = 10.6737(5), c = 24.9723(9) ? and cis A/B, trans B/C and trans C/D rings junctions.

Synthesis of Symmetrical and Hybrid Dimeric Steroids by Double Suzuki-Miyaura Cross Coupling of 4-Bromo-3-oxo Steroids and Benzene-1,4-diboronic Acid

Two symmetrical dimers and one hybrid dimer in which the steroid cores are connected by a 1,4-phenylene moiety were obtained by double Suzuki-Miyaura cross coupling of benzene-1,4-diboronic acid with 4-bromo-4-en-3-oxosteroids derived from cholesterol and diosgenin. Detailed NMR characterization of the obtained dimers is described.

Unambiguous assignment of 13C NMR signals in epimeric 4,5-epoxy-3-oxo-steroids assisted by X-ray diffraction and Gauge Invariant Atomic Orbitals calculation of absolute isotropic shieldings

Complete assignments of the 13C signals of diastereomeric 4,5-epoxy-3-oxo steroids based on a combination of 1D and 2D NMR techniques are described The assignments were corroborated or corrected by calculation of the absolute isotropic 13C NMR shieldings using the Gauge Invariant Atomic Orbitals (GIAO) method at B3LYP/6-31+G(d,p) level. ARKAT-USA, Inc.