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CH1017-Organic Chemistry-IV

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CH1017 Organic Chemistry – IV Hours / week (4 Credits)

Objectives
 To know modern synthetic methods and synthetic strategies. This help in planning the
synthesis of any types of organic compounds.
 To learn the synthesis and bio-synthesis of heterocyclic products.

Unit - I: Retrosynthetic Analysis-I 12 Hours


Basic guidelines and terminology of retrosynthesis (synthons, FGI, disconnection approach),
Important functional group interconversions synthesis of aromatic compounds-, one group C-X
disconnections and two group C-X disconnections, one group C-C disconnections and two group C-
C disconnections, important strategies of retrosynthesis.

Unit - II: Retrosynthetic Analysis-II and Protecting Functional Groups 12 Hours


Amine and alkene synthesis, umpolung carbonyl group reactivity in synthesis,Protection and
deprotection of hydroxy, carbonyl, amine and carbon-carbon multiple bonds; chemo- and
regioselective protection and deprotection; illustration of protection and deprotection in synthesis.

Unit - III: Chemistry of heterocyclic compounds 12 Hours


Numbering of heterocyclic compounds, structure, preparation and reactions of heterocyclic
compounds (pyrrole, furan, thiophene, 1,2- and 1,3-azoles, triazoles, pyridine, pyryliums, diazines,
triazine), Fused heterocycles containing one or more heteroatoms (indoles, benzofurans,
benzothiophene, benzenellated azoles, quinolines, isoquinolines, benzopyrones).

Unit - IV: Green chemistry and Natural Products Chemistry 12 Hours


Green chemistry:Importance and synthetic reactions of green solvents as reaction medium (water,
ScCO2, Polyethylene glycol)- Ionic liquids (alkylation and coupling reactions)-microwave assisted
organic synthesis.
Steroids:Sterols and bile acids, estrogens, androgens: Alkaloids: Structure, synthesis Reserpine,
Morphine.Terpenoids:Zingiberene, Squalene. Natural Pigments: structural confirmations of
flavones, flavanones, isoflavones, xanthones, quinones.

Unit - V: Bioorganic Molecules 12 Hours


Molecular structure and numbering of Purines (Uric acid, Cytosine, Adenine, Guanine)
&Pyrimidines (Uracil, thymine & Cytosine).Nucleic acids-Functions of nucleic acids- Structural
features of nucleosides and nucleosides- structure and biological implications of DNA and RNA (m-
RNA, t-RNA and r-RNA) - replication of DNA - Genetic code and informational theory. Proteins –
standard amino acids - peptide synthesis-End group analysis (Sanger’s method, Edmon’s
degradation) - primary, secondary, tertiary structure and quaternary structure of proteins and their
determination.

References
1. William Caruthers and Iain coldham, Modern methods of organic synthesis, IV Edition,
Cambridge university press, 2004.
2. Michael B Smith, Organic Synthesis, Tata Mc Graw Hill, 1994.
3. Stuart warren, Organic synthesis the disconnection approach,Wiley India edition, 2004.
4. V K Ahluwalia and Renuagarwal Organic synthesis special techniques, second edition,
Narosa Publishing House, 2007.
5. J.March, Advanced Organic Chemistry, 4thEdn, Wiley Publications, 1992.
6. Gurdeep R Chatwal, Organic Chemistry of Natural Products, Vol 1 & 2, revised Edn.,
Himalaya Publications, 2009.
7. O.P Agarwal, Chemistry of Organic Natural Products, Vol 1 & 2, Goel Publications,
28thEdn., 2002.
8. S.P.Bhutani, Chemistry of Biomolecules, Ane Books, 2009.
9. George S. Zweifet, Michael H Nantz, Modern Organic Synthesis – an introduction,
W.H.Freeman and Company, 2007.
10. Raj K Bansal, Heterocyclic chemistry, fourth edition, New Age International Publishers,
2005.

Learning Outcomes:
 Any types of organic compounds synthesis were learned by the students, through modern
synthetic methods and strategies.
 Synthesis and bio-synthesis of heterocyclic products were also learned by the students

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