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Synthesis of Heptamannoside, Lactam Glycoconjugates and Spirocyclic Glycooxazolines

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dc.contributor.advisor HOTHA, SRINIVAS
dc.contributor.author SHINDE, GANESH
dc.date.accessioned 2023-10-13T09:07:29Z
dc.date.available 2023-10-13T09:07:29Z
dc.date.issued 2023-10
dc.identifier.citation 284 en_US
dc.identifier.uri http://dr.iiserpune.ac.in:8080/xmlui/handle/123456789/8221
dc.description.abstract Glycoconjugates are ubiquitous in nature, decoding their significant influence on a variety of biological processes including virus replication, immunological response, cell-cell communication, fertilization, and cell proliferation requires pure glycoconjugates. Naturally occurring glycans and glycoconjugates are particularly difficult to isolate due to their availability of micro heterogeneous nature. And hence the chemical synthesis of such organic compounds resolves the challenges associated with such synthesis and is required to attain purity and in abundance. In my thesis, the synthesis of vaccine candidate Heptamannoside for M. tuberculosis along with serendipitous results that we got while performing the glycosylation or glycosyl donor preparation. The Heptamannoside was synthesized using the silver assisted gold-catalyzed glycosidation for all glycosidations. In addition to that a methodology for synthesising lactam conjugates also was developed from results while preparing the glycosyl donor required wherein DBU was reacted with glycosyl carbonate. We noticed formation of interesting DBU opening that was optimized so that one can afford interesting lactam. In yet another effort, a Ritter-like reaction was carried out for the formation of spirooxazole. These efforts are demonstrated with a number of substrates. en_US
dc.language.iso en en_US
dc.subject Carbohydrate en_US
dc.subject Oligosaccharide en_US
dc.subject Glycoconjuates en_US
dc.subject Heptamannoside en_US
dc.subject Lactam Carbamates en_US
dc.title Synthesis of Heptamannoside, Lactam Glycoconjugates and Spirocyclic Glycooxazolines en_US
dc.type Thesis en_US
dc.description.embargo 1 Year en_US
dc.type.degree Ph.D en_US
dc.contributor.department Dept. of Chemistry en_US
dc.contributor.registration 20143339 en_US


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  • PhD THESES [590]
    Thesis submitted to IISER Pune in partial fulfilment of the requirements for the degree of Doctor of Philosophy

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