981-64-6

Upstream product

• 1164-91-6 stanolone acetate 
• 521-18-6 Stanolone 
• 108-24-7 acetic anhydride 
• 58701-44-3 17-((tert-butyldimethylsilyl)oxy)-10,13-dimethylhexadecahydro-3H-cyclopenta[a]phenanthren-3-one 
• 506-96-7 Acetyl bromide 
• 983-27-7 3ξ,17β-Diacetoxy-3ξ-chlor-5α-androstan 
• 123-91-1 1,4-dioxane 
• 1778-93-4 testosterone enol diacetate 
• 28312-74-5 3,17-diacetoxy-5α-androsta-2,16-diene 
• 846-46-8 androstanedione 
• 6173-35-9 17β-acetoxy-2α-bromo-5α-androstan-3-one 
• 75-36-5 acetyl chloride 

Downstream Products

• 1164-91-6 stanolone acetate 
• 1236-49-3 5α-androstan-17β-acetate 
• 6173-35-9 17β-acetoxy-2α-bromo-5α-androstan-3-one 
• 1648-61-9 5α-androstan-2α-fluoro-3-one-17β-ol acetate 
• 1648-62-0 5alpha-Androstane-2beta-fluoro-17beta-ol-3-one acetate 
• 112835-82-2 Acetic acid (5S,8R,9S,10S,13S,14S,17S)-17-acetoxy-10,13-dimethyl-3-oxo-hexadecahydro-cyclopenta[a]phenanthren-2-yl ester 

Relevant academic research and scientific papers

Reductive Coupling between C-N and C-O Electrophiles

The cross-electrophile reaction is a promising strategy for C-C bond formation. Recent studies have focused mainly on reactions with organic halides. Here we report a coupling reaction between C-N and C-O electrophiles that demonstrates the possibility of constructing a C-C bond via C-N and C-O cleavage. Several reactions between benzyl/aryl ammonium salts and vinyl/aryl C-O electrophiles have been studied. Preliminary mechanistic studies revealed that the benzyl ammoniums were activated through a radical mechanism.

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.

Synthesis and biological activity of unsymmetrical bis-steroidal pyrazines related to the cytotoxic marine natural product cephalostatin 1

A mild, high-yielding synthesis of symmetrical steroidal pyrazines was achieved from the dimerization of 2-amino-3-ketosteroids, which were produced in situ from the triphenylphosphine-water reduction of the corresponding α-azido ketone. 2-Azidocholestan-3-one gave the dimeric steroidal pyrrazine very cleanly, and two known dimeric pyrazines based on androstanone were also made using this methodology. Both C2-symmetric geometric isomers of the dimeric steroidal pyrrazine derived from cholestane were prepared by reaction of 2,3-diaminocholestane with cholestane-2,3-dione. A route to unsymmetrical bis-steroidal pyrazines was based on the observation that α-acetoxy ketones react with α-amino oximes directly with no need for oxidation of intermediate dihydropyrazines. Heating either 2β,17β-dihydroxyandrostan-3-one diacetate or 2β,17β-dihydroxyhecogenin-3-one diacetate with 2-amino-3-methoxyiminocholestane in toluene at 145°C gave the corresponding unsymmetrical pyrazine in moderate yield. Five of the steroidal pyrazines were evaluated in the National Cancer Institute's new in vitro, disease-oriented antitumor screen, but none showed sufficient activity to warrant in vivo investigation.