14545-93-8

Usage

Chemical class

Belongs to the class of androstane steroids.

Parent compound

Is a derivative of androsterone, a metabolite of testosterone.

Structural features

Contains an epoxy group at the 5,6 position and an oxo group at the 17 position on the androstane ring structure.

Additional functional group

Has an acetate group attached to the 3 position of the androstane ring.

Applications

Often used in research and pharmaceutical applications.

Purpose

Utilized for the development of androgenic and anabolic steroids.

Research focus

Involved in the study of hormone metabolism and signaling pathways in the human body.

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 

Downstream Products

• 853-23-6 prasterone acetate 
• 41853-36-5 3β-Acetoxy-5α-hydroxyandrostan-17-on 
• 853-23-6 3β-acetoxy-5-androsten-17-one 

Relevant academic research and scientific papers

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 stereoselective epoxidation with H2O2 catalyzed by electron-rich aminopyridine manganese catalysts

Fast, efficient, and highly stereoselective epoxidation with H 2O2 is reached by manganese coordination complexes with e-rich aminopyridine tetradentate ligands. It is shown that the electronic properties of these catalysts vary systematically with the stereoselectivity of the O-atom transfer event and exert fine control over the activation of hydrogen peroxide, reducing the amount of carboxylic acid co-catalyst necessary for efficient operation.

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.

Stereoselective 7α-hydroxylation of 3β-acetoxy-Δ5-steroids by Fe(PA)3/H2O2/MeCN

Stereoselective 7α-hydroxylation reaction of Δ5-steroids by a Fe(PA; picolinate)3/H2O2/MeCN system is presented. The 7α-hydroxylation reactions were achieved in 33-40% yields by addition of 30%-H2O2 to a solution of 3β-acetoxy-Δ5-steroids 1a-1d and a crystalline of Fe(PA)3 in MeCN.