Details of CH4201 (Spring 2025)
| Level: 4 | Type: Theory | Credits: 4.0 |
| Course Code | Course Name | Instructor(s) |
|---|---|---|
| CH4201 | Advanced Organic Synthesis | Pradip Kumar Tarafdar, Suman De Sarkar |
| Syllabus |
|---|
| 1. Introduction to retrosynthesis (disconnection approach). Concept of synthons and reagents,
functional group interconversion (1) 2. Synthesis of aromatic compounds in view of order of events in the chemical synthesis (1) 3. One group and two group carbon-heteroatom disconnection: chemoselectivity and umpolung concept and synthetic equivalents (3) 4. Disconnection approach for amines, ethers, alcohols, sulfides; introduction of protecting groups and stereoselectivity in retrosynthesis (4) 5. Disconnection approach for carbonyl compounds and regioselectivity (3) 6. Disconnection approach for heterocyclic systems: (a) furan (b) thiophene (c) pyrrole (d) indole (e) pyrazoles (f) pyridine (g) quinoline (h) isoquinoline (i) imidazoles (j) diazines. (8) 7. Art and science of total synthesis of natural and designed molecules. Introduction to the technical terms: Total Synthesis, Formal Synthesis, Linear synthesis, Convergent synthesis etc. 8. Strategic applications of cycloaddition reactions, (hetero) Diels-Alder reactions, sigmatropic shifts, ring-opening reactions, radical cyclization reactions, oxidation-reduction reactions, advanced C-C bond formation reactions, and Asymmetric synthesis and catalysis for the synthesis of natural products, drugs, and designed molecules: (A)Crysanthemic acid and Sirenin (2), (B) Grandisol (2), (C) B-lactam antibiotics: Penicillin (2), (D)Prostaglandins (3), (E) Triquinone natural products (2), (F) Blockbuster drugs: Latanoprost and Bimatoprost (1), Oseltamivir (2) (G)Alkaloid natural products: Amaryllidaceae alkaloids (1), Securinega alkaloids (1), strychnine, aspidospermidine, vincadifformine, akuammicine, kopsanone and kopsinine, Minfiensine, Vincorine (4) |
| References |
|---|
| References
1. Organic Synthesis, 3rd Ed., by M. B. Smith, McGraw Hill Higher Education, (2010). 2. Organic Synthesis: The Disconnection Approach, 2nd Ed. by S. Warren and P. Wyatt, John Wiley and Sons, (2008). 3. Organic Chemistry, 2nd Ed. by J. Clayden, N. Greeves and S. Warren, Oxford University Press, (2012). |
Course Credit Options
| Sl. No. | Programme | Semester No | Course Choice |
|---|---|---|---|
| 1 | IP | 2 | Not Allowed |
| 2 | IP | 4 | Not Allowed |
| 3 | IP | 6 | Not Allowed |
| 4 | MP | 2 | Core |
| 5 | MP | 4 | Not Allowed |
| 6 | MR | 2 | Not Allowed |
| 7 | MR | 4 | Not Allowed |
| 8 | MS | 10 | Not Allowed |
| 9 | MS | 4 | Not Allowed |
| 10 | MS | 6 | Not Allowed |
| 11 | MS | 8 | Core |
| 12 | RS | 1 | Elective |
| 13 | RS | 2 | Elective |