37413-93-7

Upstream product

• 127-09-3 sodium acetate 
• 86284-34-6 (3β)-21-bromo-20-oxopregna-5,16-dien-3-yl acetate 
• 39932-37-1 16-dehydro-pregnenolone acetate ethylene ketal 
• 5419-52-3 enol acetate of 3β-acetoxy-pregna-5,16-dien-20-one 
• 82806-33-5 3β,21-dihydroxy-20-nitropregna-5,16-diene 
• 87680-60-2 3β-hydroxy-17-(nitromethylidene)-androst-5-ene 
• 53-43-0 dehydroepiandrosterone 
• 82806-35-7 Acetic acid 2-((3S,8R,9S,10R,13S,14S)-3-acetoxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-nitro-ethyl ester 
• 82806-37-9 3β,21-diacetoxy-20-oximinopregna-5,16-diene 
• 127-08-2 potassium acetate 
• 93605-09-5 21-bromo-3β-hydroxy-17α-methoxy-5-pregnen-20-one 
• 86284-38-0 3β-acetoxy-21-iodo-pregna-5,16-dien-20-one 
• 108-75-8 2,4,6-trimethyl-pyridine 
• 115963-55-8 3β,21-diacetoxy-17-bromo-pregn-5-en-20-one 

Downstream Products

• 2232-16-8 3-acetoxy-17a-aza-17a-homo-androst-5-en-17-one 
• 89207-24-9 3β-acetoxy-17-mesitylenesulfonyloximino-17α-aza-D-homo-5-androstene 
• 154229-18-2 abiraterone acetate 
• 14697-32-6 3β,16α,21-triacetoxy-17-hydroxy-pregn-5-en-20-one 
• 83109-30-2 3β,21-diacetoxy-16α,17α-epiminopregn-5-ene-3β,21-diol-20-one 
• 85197-53-1 3β,21-diacetoxy-16α-S,S-diphenylsulfyliminopregn-5-en-20-one hydrochloride 

Relevant academic research and scientific papers

Novel preparation method of abiraterone acetate

The invention relates to an economic and convenient synthesis method of abiraterone acetate and belongs to the field of drug synthesis. The synthesis method comprises that dehydropregnenolone acetate as an initial raw material undergoes a bromination reaction at the alpha site of the carbonyl, the reaction product undergoes a Witting reaction, the reaction product undergoes a deprotection reaction, the reaction product undergoes an oxidation reaction, the reaction product undergoes a hetero-D-A reaction and the reaction product undergoes an isomerization reaction to produce the desired compound abiraterone acetate. The invention provides the novel preparation method of abiraterone acetate. The novel preparation method has a simple synthesis route and a low synthesis cost and is suitable for industrial production.

Chloro- or bromo-trimethylsilane induced rapid and quantitative acid-ester conversion for steroid based alcohols with various carboxylic acids under solvent free conditions

Steroid based higher alcohols are rapidly esterified in quantitative yield with a number of carboxylic acids in the presence of TMSCl or TMSBr generally under solvent free conditions.

A Simple and Economic Synthesis of the Corticosteroid Side Chain from 17-Oxo-Steroids. Improved Ketone-Nitromethane Reactions

17-Oxo-steroids react smoothly with nitromethane in the presence of catalytic amounts of ethylene diamine to give good yields of nitroolefin derivatives .These can be easily elaborated into useful corticosteroids.Reaction with formaldehyde, acetylation and reduction with chromous chloride affords the oxime (14), which on treatment with buffered titanium trichloride gives the enone (15) in high overall yield.Alternatively, the nitroolefin (5) can be first reduced with sodium borohidride to (16).A similar series of reactions eventually leads to the 21-acetoxy-20-oxo-steroid (18).The catalytic role of ethylene diamine in nitromethane condensations is briefly discussed.

A Simple Construction of the Hydroxy-ketone Side Chain of Corticosteroids from 17-Oxo-steroids via Nitro-olefins

17-Oxo-steroids, in the presence of catalytic amounts of ethylenediamine, react smoothly with nitromethane to give the corresponding nitro-olefins; these are easily transformed into 21-hydroxy-20-oxo-corticosteroids with or without a double bond at position 16.

Process for the preparation of 21-hydroxy-16-pregnen-20-one derivatives

Δ16 -21-HYDROXY-20-KETO STEROIDS OF THE PREGNANE SERIES HAVING AN OTHERWISE UNSUBSTITUTED D-ring and a 13-methyl or -ethyl group, and 21-ethers and -esters thereof, are produced by reaction of a corresponding D-ring saturated 17-keto steroid with a lithium compound of the formula STR1 thereby converting the 17-keto group to a 17β-hydroxy-20α-enol ether in which the 17α-side chain has the formula STR2 wherein R3 and R4 have the values given above, and, in any desired sequence, splitting off R3 and/or R4 enol ether by hydrolysis; eliminating 17β-hydroxy group, preferably after acylation, with formation of a Δ16 -double bond; and, if desired, splitting off any blocking group.