25810-70-2

Usage

Uses

Used in Pharmaceutical Industry:
5-Androsten-3β-ol-17-one Methanesulfonate is used as an intermediate in the synthesis of Sodium Prasterone Sulfate (S673250) for the development of pharmaceuticals. 5-Androsten-3β-ol-17-one Methanesulfonate is particularly relevant in the preparation of medications aimed at treating asthma or other respiratory diseases, due to its potential therapeutic effects on these conditions.

Upstream product

• 53-43-0 dehydroepiandrosterone 
• 124-63-0 methanesulfonyl chloride 

Downstream Products

• 53-43-0 dehydroepiandrosterone 
• 853-23-6 prasterone acetate 

Relevant academic research and scientific papers

Steroid compound 3-site hydroxyl configuration inversion method

The invention discloses a steroid compound 3-site hydroxyl configuration inversion method. The method specifically comprises the following steps that (1) a steroid compound containing a 3-site hydroxyl reacts with an acyl chloride compound; (2) the product obtained in the step (1) and a substituting agent are subjected to SN2 nucleophilic substitution reaction under existing of a phase transfer catalyst; and (3) the product obtained in the step (2) is subjected to a hydrolysis reaction. Compared with a Mitsunobu method, the method does not need to use triphenylphosphine and azodiformate pricedhigher, and accordingly the production cost is greatly lowered; meanwhile, a p-nitrobenzoic acid derivative which seriously affects the water environment does not need to be used, and therefore the method is more environmentally friendly. The method adopts cesium acetate/18-crown ether-6 system to conduct 3-site hydroxyl configuration inversion, can remarkably reduce occurrence of side reactions,accordingly a higher reaction yield is obtained, and the method is finally applicable to industrialized production.

Reactivity of hydroxy and keto groups on C-6 and C-17 of 3α,5α-cycloandrostanes

Convenient methods for preparing several 3α,5-cycloandrostanes have been developed in order to synthesize the phytoecdysteroid rubrosterone. Certain of their chemical transformations were studied.