Studies Toward the Thermally Induced One-Step Intermolecular Synthesis of Azacyclic Steroidal Ketones

Abstract

We describe the route for the preparation of azacyclic steroidal compounds 2 and 4a–c through double Mannich reaction from cholest-5-en-3-one 1, cholest-5-en-7-one 3a, and 3β-substituted cholest-5-en-7-ones 3b, c as starting material.

Keywords:

• Cholest-5-en-3-one
• cholest-5-en-7-one
• double Mannich reaction
• methylamine
• [2,4-c,d]-N-methylpiperedinocholest-5-en-3-one
• paraformaldehyde

ACKNOWLEDGMENT

The authors thank to the chairman, Department of Chemistry, for providing the necessary facilities. Thanks are also due to the Sophisticated Analytical Instrument Facility, Central Drug Research Institute, Lucknow, for recording spectra (IR, ¹H NMR, and MS) and elemental analysis and to Sophisticated Analytical Instrument Facility, Punjab University, Chandigarh, for ¹³C NMR spectra.