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Title: Synthesis related to the antitumour agent 593A
Author: Howes, Colin
Awarding Body: University of Warwick
Current Institution: University of Warwick
Date of Award: 1983
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The natural product antibiotic 593A is useful in the treatment of some forms of cancer. However, like most of the drugs used in the treatment of cancer 593A manifests unpleasant side-effects in patients. The object of this work was to explore syntheses of 593A and its analogues. The results of the initial clinical trials on 593A, and the nature of cancer and chemotherapy are summarised briefly in the first chapter. This chapter also describes the previous attempts to prepare 593A and the synthesis strategies adopted in this work. Chapter 2 details the technicalities involved in the experimental work. The third and firth chapters are concerned with approaches to 593A analogues from piperazinedione derived (S)-asparagine. The fifth chapter deals with a different synthetic strategy, starting from 2,3-diaminopropionic acid. New syntheses of 2,3-diaminopropionic acid and a number of its derivatives are described. Chapter 6 deals with a strategy for the preparation of 593A involving a β-lactam intermediate which is popular with other workers in the field. A synthesis of (S)-3-hydroxypiperidine is described which is an important intermediate in this approach to 593A.
Supervisor: Not available Sponsor: Science and Engineering Research Council
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available
Keywords: QD Chemistry