5424-40-8

Usage

Uses

Used in Medical Research:
(3beta,5alpha,17beta)-androstane-3,17-diyl diacetate is used as a research compound for understanding the role and effects of androgens in the body. Its chemical structure allows for the investigation of hormone interactions and the development of treatments for conditions related to hormonal imbalances.
Used in Pharmaceutical Development:
In the pharmaceutical industry, (3beta,5alpha,17beta)-androstane-3,17-diyl diacetate is used as a precursor in the synthesis of medications aimed at addressing hormone-related disorders. Its properties make it a key component in creating drugs that can help regulate androgen levels in the body.
Used in the Production of Synthetic Hormones:
(3beta,5alpha,17beta)-androstane-3,17-diyl diacetate is utilized as a starting material in the manufacturing process of synthetic hormones for medical use. Its role in this process is crucial for creating effective treatments that can mimic the body's natural hormonal functions.

Upstream product

• 86270-21-5 17β-nitroamino-5α-androstan-3β-yl acetate 
• 58-22-0 testosterone 
• 17006-91-6 3-acetyl-17-acetoxyandrost-2-ene 
• 571-40-4 5α-androst-1-ene-3,17-dione 
• 846-46-8 androstanedione 
• 481-29-8 Epiandrosterone 
• 5953-57-1 11β-hydroxy-3β-acetoxy-5α-androstanone-(17) 
• 514-17-0 3β,11β-dihydroxy-5α-androstan-17-one 
• 23498-55-7 (3β,5α)-3-(acetyloxy)androstan-17-one 17-oxime 
• 86270-19-1 17-nitroimino-5α-androstan-3β-yl acetate 
• 1239-31-2 3β-acetoxy-5α-androstan-17-one 
• 906-83-2 pregnenolone acetate 
• 7664-93-9 sulfuric acid 
• 64-19-7 acetic acid 

Downstream Products

• 1164-91-6 stanolone acetate 
• 17328-37-9 3β,17β-Dihydroxy-5α-androstan-6-on 
• 571-20-0 5-androgen-3,17-diol 

Relevant academic research and scientific papers

Expedited Baeyer-Villiger oxidation of steroidal ketones by microwave irradiation

Microwave (MW) assisted reactions are currently having considerable importance in the synthesis of organic compounds. Considering the remarkable application of Baeyer-Villiger (BV) reaction in the synthesis of natural products and steroid-peptide conjugates, we report here some of our findings of BV oxidation of carbonyl compounds with special reference to steroidal ketones under MW irradiation justifying its accelerating effect.

Ceric ammonium nitrate (CAN) catalyzed Baeyer-Villiger oxidation of carbonyl compounds, specially 20-oxosteroids

The role of ceric ammonium nitrate (CAN) as an effective catalyst in the peracid induced Baeyer-Villiger oxidation of carbonyl compounds with special reference to steroids has been demonstrated.

Microwave induced selective enolization of steroidal ketones and efficient acetylation of sterols in semisolid state

Under microwave irradiation steroidal enones, more specifically, position three carbonyls were efficiently and selectively converted to the corresponding enol acetates in the presence of additional enolizable carbonyl functions at other positions, using acetic anhydride and a catalytic amount of toluene-p-sulfonic acid. Acetylation of hydroxyl groups of the sterols, including those at the hindered positions, was near quantitative. Strictly anhydrous conditions were not a pre-requisite for acetylation and the reaction system easily tolerated up to 10% (v/v) moisture.

Steroidal N-Nitro-amines. Part 2. Denitroamination of Steroidal 12β-, 17β-, 20β-, and 23R-Nitro-amines

20β-Nitroaminopregn-5-en-3β-yl acetate (13a), 17β-nitroamino-5α-androstan-3β-yl acetate (14), and 12β-nitroamino-(25R)-5α-spirostan-3β-yl acetate (15a) have been prepared by nitrosation of the corresponding oximes, followed by reduction with sodium borohydride.The 23-nitro-imine (12), obtained by reaction of sarsasapogenin acetate (10) with nitrous acid and boron trifluoride-diethyl ether complex, was similarly reduced to give 23R-nitroamino-(20S,22S,25S)-5β-spirostan-3β-yl acetate (16).Denitroamination of (13a) was achieved by treatment with acetic anhydride and pyridine to give the acetates of pregna-5,20-dien-3β-ol (17), pregn-5-ene-3β,20β-diol (18), 17α-methyl-D-homo-androst-5-ene-3,17aβ-diol (19), and 17α-methyl-12a-methylene-C(12a)-homo-18-norandrost-5-en-3β-ol (20).Under the same conditions the nitro-amine (14) afforded the acetates of 5α-androst-16-en-3β-ol (27a), 17β-methyl-18-nor-5α-androst-12-en-3β-ol (28a), 17-methyl-18-nor-5α-androst-13(17)-en-3β-ol (29a), and 17β-methyl-18-nor-5α-androst-13-en-3β-ol (30a).Denitroamination of (15a) took place through the expected C-nor-D-homo rearrangement producing 14(13->12αH)abeo-(25R)-5α-spirost-13(18)-en-3β-yl acetate (31) in high yield and a minor amount of 14(13->12)abeo-(25R)-5α-spist-12-en-3β-yl acetate (32).The trans-stereochemistry of the β-hydrogen-elimination produced in the denitroamination of (16) was established by using labelled sarsasapogenin (10) biosynthesized by Agave attenuata from mevalonic acid.