title: Synthesis of 5,10-seco analogs of testosterone.
abstract: A number of 5,10-seco analogs of testosterone has been synthesized starting from products of the radical oxidation of 3beta,17beta-diacetoxy-5alpha-androstan-5alpha-ol. The obtained compounds possess a flexible 10-membered ring with substituents (O, -OH) at C-3 and C-5. Similar derivatives with an (E)- and (Z)-Delta(1(10))-double bond have been prepared also. X-ray analysis and a combination of NMR experiments have been used for their structure elucidation and conformation analysis.
authors.affiliation: Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, Kuprevich str., 5/2, 220141 Minsk, Belarus. khripach@iboch.ba-net.by
authors.forename: Vladimir A
authors.initials: VA
authors.lastname: Khripach
authors.forename: Vladimir N
authors.initials: VN
authors.lastname: Zhabinskii
authors.forename: Anna I
authors.initials: AI
authors.lastname: Kuchto
authors.forename: Yuliya Y
authors.initials: YY
authors.lastname: Zhiburtovich
authors.forename: Natalya B
authors.initials: NB
authors.lastname: Khripach
authors.forename: Alexander S
authors.initials: AS
authors.lastname: Lyakhov
authors.forename: Marinus B
authors.initials: MB
authors.lastname: Groen
authors.forename: Jaap
authors.initials: J
authors.lastname: van der Louw
authors.forename: Aede
authors.initials: A
authors.lastname: de Groot
mesh_terms: D003460:Crystallization; D018360:Crystallography, X-Ray; D003500:Cyclization; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D012632:Secosteroids / Q000138:chemical synthesis*; D013739:Testosterone / Q000031:analogs & derivatives / Q000138:chemical synthesis*
chemical_list: D012632:Secosteroids; D013739:Testosterone