This Is AuburnElectronic Theses and Dissertations

Studies on The Synthesis of B-Ring 6-Azasteroids

Date

2006-08-15

Author

Gandikota, Jyothi

Type of Degree

Thesis

Department

Chemistry and Biochemistry

Abstract

Azasteroids, which carry a nitrogen in the C-6 position of the steroid nucleus are still mysterious and very few synthesized, were found to possess antimicrobial and antifungal properties apart from their pharmacodynamic actions. The literature reports for synthesizing these compounds is also very limited. We developed different approaches and modified, streamlined procedures for the synthesis of these compounds. The target molecules had different side chains (R= H, Me, Et) at the 6th position and were synthesized using ozone and other oxidizing agents. The oxidative cleavage of the B-ring was the key step to insert a nitrogen atom.