STUDIES IN THE TRANSFORMATION OF STEROIDS

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Date
1968-12
Authors
SAMUEL, ADENIYI IBIYEMI
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Abstract
A series of experiments were planned to convert a steroid into a tetracyclic triterpenoid. As preliminary to these experiments, a number of systematic reactions of related types and conpounds were carried out. N-Monoand Di-alkylation of a primary aromatic amine (1-naphthy1amine) was f i r s t carried out. Next alkylation with different alkyl groups on different types of hydroxyl groups were conducted, Alkylation was done with methyl and ethyl groups on phenolic as well as carboxylic hydroxyl groups, AS podocarpic acid contains both these types of hydroxyl groups, that was the model compound taken for these experiments, Six out of the eight possible forms of the mone and dialkylated products with the two different alkyl groups and the two different hydroxyl groups of podocarpic acid were prepared and characterized. Three experiments were conducted to convert cholesterol into a nor compound by removing the methylene group at C4 and converting ring A into a six membered ether. An A/B trans rused and A/B cis fused ether were planned. Out of t h i s , the A/B-trans fused ether was prepared by oxidizing cholesterol to cholesteaone, further oxidizing cholestenone to a ring A a-lactone, then reducing this lactone to a diol and then cyclising this diol to a o-membered ether.
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A THESIS SUBMITTED To The Ahmadu Bello University For The Degree of Master of Science in Chemistry Department of Chemistry, AHMADU BELLO UNIVERSITY, Zaria, NIGERIA. December, 1968
Keywords
STUDIES,, TRANSFORMATION,, STEROIDS.
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