Androsta-5,16-diene-3beta,17-diol 3-Acetate 17-Triflate
Androsta-5,16-diene-3beta,17-diol 3-Acetate 17-Triflate (CAS: 115375-60-5) is a steroid intermediate featuring an androstadiene framework with differentiated protecting groups: an acetate at the 3-position and a triflate leaving group at the 17-position. This compound serves as a strategic precursor in the synthesis of abiraterone acetate and related steroidal drugs, where the 17-triflate undergoes palladium-catalyzed coupling with pyridyl nucleophiles to install the characteristic pyridine ring of CYP17 inhibitors. The 3-acetate protects the hydroxyl during coupling and is retained or hydrolyzed depending on the synthetic route. The steroid core provides the rigid four-ring pharmacophore essential for enzyme inhibition. Manufactured under stringent quality controls to ensure stereochemical integrity and high purity, this intermediate enables efficient construction of high-value oncology pharmaceuticals targeting androgen biosynthesis pathways.
– Abiraterone Synthesis: Used as the key steroid triflate intermediate in palladium-catalyzed coupling to produce abiraterone acetate for prostate cancer treatment.
– CYP17 Inhibitor Manufacturing: Serves as a precursor for steroidal enzyme inhibitors blocking androgen biosynthesis in oncology applications.
– Cross-Coupling Reactions: The 17-triflate enables efficient C-C bond formation with pyridylboronates and other organometallic reagents.
– Steroid Process Chemistry: Applied in route optimization and scale-up for steroidal API production requiring defined stereochemistry.
Product Name: Androsta-5,16-diene-3beta,17-diol 3-Acetate 17-Triflate
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