Synthesis of Carbohydrate Derived Chirally Enriched Privileged Molecules and Their Applications | Shiv Nadar University
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Synthesis of Carbohydrate Derived Chirally Enriched Privileged Molecules and Their Applications

The current thesis comprises five chapters with the emphasis on to access the novel carbasugars and other hybrids molecules through diverse synthetic strategies for biological applications. In Chapter 1, a concise review on the synthesis of carbasugars and their biological activities have been provided. The second part of chapter 1 provides a brief review on carbohydrate based gelators. In Chapter 2, design and efficient synthesis of N-acetylglucosamine derived 5a-carbasugar anologues as glycosidase inhibitors have been described. The key synthetic steps involved regioselective protection and deprotection, Ferrier carbocyclization, Peterson olefination, hydroboration and stereoselective epoxidation followed by regioselective epoxide ring opening reactions. In Chapter 3, a new one-step regioselective synthesis of chirally-enriched privileged tetrahydrocarbazolones and tetrahydrocarbazoles from a common substrate has been described. This new method has allowed the construction of chirally-enriched tetrahydrocarbazolones and tetrahydrocarbazoles from common substrates in good to very good yields in a reagent-directed regioselective fashion. The transformation is applicable to a wide range of substrate. The last two chapters of this thesis (Chapter 4 and Chapter 5) elucidated the synthesis of self-assembling carbohydrate molecules capable of acting as efficient gelators for hydrocarbons, alcohols and water, and investigated their gel properties and factors effecting gelation. Efforts have been made for understanding the complex self-assembly process of carbohydrate based LMOGs and the factors affecting the properties of the gels of hydrocarbon, petrol, diesel and crude oils. The methods utilized in this study include rheometry, UV-Vis spectroscopy, scanning electron microscopy and NMR spectroscopy.

Department: 
Chemistry
Year: 
2018
Student Name: 
Chintam VVS Narayana

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