title: Synthesis of novel steroidal D-ring substituted isoxazoline derivatives of 17-oxoandrostanes.
abstract: A facile synthesis of isoxazoline derivatives of 17-oxoandrostane at the side chain of D-ring is reported. The scheme involves the transformation of the starting dehydroepiandrosterone acetate (ketone) to the Knoevenegel product, reduction to the nitrile, and elimination to the carboxaldehyde. Cycloaddition of nitrileoxides across olefinic aldehyde intermediate led to the synthesis of novel side chain isoxazoline derivatives.
authors.affiliation: Synthetic Chemistry Division, Indian Institute of Integrative Medicine, Jammu Tawi, India.
authors.forename: Abid H
authors.initials: AH
authors.lastname: Banday
authors.forename: Swarn
authors.initials: S
authors.lastname: Singh
authors.forename: M Sarwar
authors.initials: MS
authors.lastname: Alam
authors.forename: Doma M
authors.initials: DM
authors.lastname: Reddy
authors.forename: B D
authors.initials: BD
authors.lastname: Gupta
authors.forename: H M
authors.initials: HM
authors.lastname: Sampath Kumar
mesh_terms: D000731:Androstanes / Q000138:chemical synthesis / Q000737:chemistry*; D006571:Heterocyclic Compounds / Q000138:chemical synthesis / Q000737:chemistry; D007555:Isoxazoles / Q000138:chemical synthesis / Q000737:chemistry*; D013329:Structure-Activity Relationship
chemical_list: D000731:Androstanes; D006571:Heterocyclic Compounds; D007555:Isoxazoles