Synthesis of Glycerol and Glucose Monomycolates
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Abstract
This thesis consists of three parts. The first part involved the synthesis of glycerol monomycolates (GroMM) (I) - (IV).
The second part was to synthesise glucose monomycolates (GMM) (V) - (X), consisting of a mycolic acid attached to the 6-position of glucose and present in numerous bacterial species including Mycobacterium, Rhodococcus and Nocardia. The third part comprised the development of a new method for the synthesis of the α- alkyl-β-hydroxy fragment of mycolic acids; the route involved fewer steps and used L-malic as starting material. This route was applied to the synthesis of (XI) and (XII).
The second part was to synthesise glucose monomycolates (GMM) (V) - (X), consisting of a mycolic acid attached to the 6-position of glucose and present in numerous bacterial species including Mycobacterium, Rhodococcus and Nocardia. The third part comprised the development of a new method for the synthesis of the α- alkyl-β-hydroxy fragment of mycolic acids; the route involved fewer steps and used L-malic as starting material. This route was applied to the synthesis of (XI) and (XII).
Details
| Original language | English |
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| Award date | Nov 2014 |