6585-68-8

Basic information

• Product Name: 3-(Acetyloxy)-5,6-epoxyandrostan-17-one (3beta,5beta,6beta)-
• Synonyms: 3-(Acetyloxy)-5,6-epoxyandrostan-17-one (3beta,5beta,6beta)-
• CAS NO: 6585-68-8
• Molecular Formula: C₂₁H₃₀O₄
• Molecular Weight: 346.46
• Mol File: 6585-68-8.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 452.6°C at 760 mmHg
• Flash Point: 196.7°C
• Appearance: /
• Density: 1.19g/cm³
• Vapor Pressure: 2.21E-08mmHg at 25°C
• Refractive Index: 1.551
• CAS DataBase Reference: 3-(Acetyloxy)-5,6-epoxyandrostan-17-one (3beta,5beta,6beta)-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(Acetyloxy)-5,6-epoxyandrostan-17-one (3beta,5beta,6beta)-(6585-68-8)
• EPA Substance Registry System: 3-(Acetyloxy)-5,6-epoxyandrostan-17-one (3beta,5beta,6beta)-(6585-68-8)

Safety Data

• Hazardous Substances Data: 6585-68-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C21H30O4/c1-12(22)24-13-6-9-20(3)16-7-8-19(2)15(4-5-17(19)23)14(16)10-18-21(20,11-13)25-18/h13-16,18H,4-11H2,1-3H3/t13-,14-,15-,16-,18-,19-,20+,21+/m0/s1

Upstream product

• 853-23-6 prasterone acetate 
• 64-19-7 acetic acid 
• 50629-91-9 Acetic acid (3S,5R,6R,10R,13S)-6-chloro-5-hydroxy-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester 
• 108-05-4 vinyl acetate 
• 4229-69-0 3β-acetoxy-5-bromo-6β-hydroxy-5α-androstan-17-one 

Downstream Products

• 853-23-6 prasterone acetate 
• 853-23-6 3β-acetoxy-5-androsten-17-one 
• 6557-16-0 3β-Acetoxy-5α-chlor-6β-hydroxy-androstan-17-on 
• 1225-43-0 (5R,8R,9S,10S,13S,14S,17S)-10,13-Dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-ol 
• 963-74-6 5alpha-androstan-17-one 

Relevant articles and documents

Recycling method of positional isomer in preparation of 3beta-acetoxy-5alpha-chloro-6beta-hydroxyandrost-17-one

The invention discloses a recycling method for forming 3beta-acetoxyandrost-5-en-17-one by performing a cyclization elimination reaction by utilizing solid waste 3beta-acetoxy-6beta-chloro-5alpha-hydroxyandrost-17-one obtained in the process of an addition reaction of preparing 3beta-acetoxy-5alpha-chloro-6beta-hydroxyandrost-17-one from 3beta-acetyloxyandrost-5-en-17-one as a raw material, and performing a reduction elimination reaction. The method provided by the invention can effectively recover and reuse the by-product obtained in the preparation process of the 3beta-acetoxy-5alpha-chloro-6beta-hydroxyandrost-17-one, and the synthetic method is simple and convenient to operate, has mild reaction conditions, is environmentally friendly, and reduces the production costs of preparing the3beta-acetoxy-5alpha-chloro-6beta-hydroxyandrost-17-one from the 3beta-acetyloxyandrost-5-en-17-one.

Highly selective lipase-mediated discrimination of diastereomeric 5,6-epoxysteroids

Stereoisomerically pure 3β-hydroxy-5,6-epoxysteroids were obtained by combining selective chemical methods for α- and β-epoxidation of Δ5-unsaturated steroids with enzymatic stereoselective esterification of the 3β-hydroxyl group. 5β,6β-Epoxy-3β- hydroxysteroids were efficiently acylated by Novozym 435 and lipase AK, whereas 5α,6α-epoxy-3β-hydroxysteroids were good substrates for Candida rugosa lipase. Mild enzymatic deacylation of the 3β-acetoxy group in the presence of the epoxy functionality was also accomplished by C. rugosa lipase-mediated hydrolysis.

The Stereochemistry of Epoxidation of Δ5-Steroids with Sodium Perborate and Potassium Permanganate

Sodium perborate, with potassium permanganate as a catalyst, has been shown to be a novel reagent for the epoxidation of steroidal 5-enes with the attack occurring predominantly on the β-face.