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Title: Synthetic investigations involving chiral drug intermediates and syntheses of heterocycles guided by mass spectral fragmentations
Researcher: Prakasam.T.
Guide(s): Murugesan.V.
Keywords: Chiral drug, heterocycles, spectral fragmentations, hyoscyamine
Upload Date: 17-Dec-2013
University: Anna University
Completed Date: 
Abstract: In the early twentieth century, the relevance of chirality to the pharmaceutical industry was established by the fact that one enantiomer of hyoscyamine possessed greater pharmacological activity than the other. The chiral pool of readily available, relatively inexpensive chiral compounds has been expanding at a rapid rate as more and more products are produced in large quantities at economical prices. The present work has mainly focused on developing some of the chiral drugs/intermediates using techniques like asymmetric induction through Grignard reaction, hydrogenation and chemical manipulation of chiral molecules. The present thesis comprises of four chapters. First chapter deals with the introduction and scope of the work, second chapter describes experimental procedures for the compounds synthesized and the third chapter focuses on results and discussion. The summary and the conclusion derived from the present investigation are provided in the fourth chapter. The present study makes use of mass spectral fragmentations of 2 -substituted phthalanilic acids and 2-nitrophenyl phenyl disulphide to synthesise 1,2-benzoylenebenzimidazole, dibenzo[b,f]-1,4- (5H,12H)-diazocin-6,11-dione, 2-phenylbenzoxazole, 2-phenylbenzothiazole and thianthrene using thermolytic procedures. The mechanisms for the formation of these heterocyclic compounds were provided. The present work thus demonstrates efficient processes for the syntheses of several chiral drug intermediates with high optical purity and also the pyrolytic methods for the synthesis of tri-and tetracyclic heterocycles. The structures of all the compounds have been established with the help of IR,1H NMR,13C NMR and mass spectra while their optical purities by using chiral column in HPLC. newline newline newline
Pagination: xxi, 292
Appears in Departments:Faculty of Science and Humanities

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01_title.pdfAttached File15.4 kBAdobe PDFView/Open
02_certificate.pdf15.08 kBAdobe PDFView/Open
03_abstract.pdf34.7 kBAdobe PDFView/Open
04_acknowledgements.pdf16.33 kBAdobe PDFView/Open
05_contents.pdf57.59 kBAdobe PDFView/Open
06_chapter 1.pdf213.49 kBAdobe PDFView/Open
07_chapter 2.pdf5.36 MBAdobe PDFView/Open
08_chapter 3.pdf716.7 kBAdobe PDFView/Open
09_chapter 4.pdf45.62 kBAdobe PDFView/Open
10_references.pdf112.59 kBAdobe PDFView/Open
11_publications.pdf34.6 kBAdobe PDFView/Open
12_vitae.pdf14.34 kBAdobe PDFView/Open

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