Eason, John M M (1975) Synthetic routes to 9-azasteroids. Doctoral thesis, Keele University.

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Abstract

Syntheses of azasteroids both from natural steroids and from precursors bearing a nitrogen atom are reviewed.
The present research was directed towards the preparation of suitable tricyclic compounds possessing the future A-,B- and D-rings of a 9-azasteroid system which were suitably substituted for the construction of ring C of the azasteroid system with ring A-aromatic.
The first part of this work describes the synthesis of a tricyclic compound possessing a suitable side chain on the future D-ring for construction of the C-ring but the low yield of this compound proved prohibitive.
The second part concerns the attempted preparation of a tricyclic compound possessing an aromatic substituent on the future D-ring which was suitable for formation of the C-ring.
The last section describes the synthesis and stereochemistry of A-,B- and D-ring azasteroid precursors which possessed a substituent attached to the nitrogen atom of the future B-ring suitable for the formation of the C-ring and a leaving group attached to the future D-ring. Synthesis of the C-ring of these compounds all proved unsuccessful.

Item Type: Thesis (Doctoral)
Subjects: Q Science > QD Chemistry
Divisions: Faculty of Natural Sciences > School of Chemical and Physical Sciences
Depositing User: Lisa Bailey
Date Deposited: 03 May 2019 11:50
Last Modified: 03 May 2019 11:50
URI: http://eprints.keele.ac.uk/id/eprint/6267

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