138313-21-0

Basic information

• Product Name: 3β-hydroxy-13,17-seco-5α-androst-13-en-17-aldehyde
• Synonyms: 3β-hydroxy-13,17-seco-5α-androst-13-en-17-aldehyde
• CAS NO: 138313-21-0
• Molecular Weight: 290.446
• Mol File: 138313-21-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3β-hydroxy-13,17-seco-5α-androst-13-en-17-aldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 3β-hydroxy-13,17-seco-5α-androst-13-en-17-aldehyde(138313-21-0)
• EPA Substance Registry System: 3β-hydroxy-13,17-seco-5α-androst-13-en-17-aldehyde(138313-21-0)

Safety Data

• Hazardous Substances Data: 138313-21-0(Hazardous Substances Data)

Upstream product

• 481-29-8 Epiandrosterone 

Relevant articles and documents

Triethylamine-photosensitized reduction of a ketone via a chemical sensitization mechanism

Photolysis of acetonitrile solutions of 3β-hydroxy-5α-androstan-17-one (1), or its 3β-methoxy analogue (5), and triethylamine (TEA) with 254-nm light leads to reduction of the 17-keto group with high stereoselectivity. By contrast, Norrish type I products are exclusively observed when the photolysis is carried out in cyclohexane, and products from both α-cleavage and reduction are observed in ether or THF. Excitation of TEA in acetonitrile results in the photoionization of the amine to form a radical cation and a solvent radical anion. Several possible mechanisms for reduction of ground-state ketones by these species, or radicals derived therefrom, are outlined. The limiting quantum efficiency for reduction of 1 is 0.17. The results observed in cyclohexane are explained by singlet-singlet energy transfer from the TEA excited state to the ketone, while both photoionization and energy transfer appear to be operating in the ethereal solvents.