Mitsunobu reaction and its applications.

Seemanta Nayan Das

1. Mitsunobu Reaction : Me chanism and its Applications Subject:- Advanced Organic Chemistry - 1 Subject Code:- MPC 102T Presented by- Seemanta Nayan Das M.Pharm 1 st semester Presented to - Dr. Smriti Rekha Chanda Das Associate Professor Department of Pharmaceutical Chemistry 1

2. Contents Introduction to Mitsunobu Reaction. Mechanistic pathway. Application of Mitsunobu Reaction. Bibliography 2

3. Introduction to Mitsunobu Reaction Mitsunobu reaction is an organic reaction that transforms an alcohol into variety of functional groups such as an ester using triphenylphosphine and an azodicarboxylate such as diethyl azodicarboxylate (DEAD) or diisopropyl azodicarboxylate (DIAD). It was discovered by  Oyo Mitsunobu  (1934–2003).  3

4. Mechanistic pathway 4

5. Mechanistic pathway 5

6. 6 Application of Mitsunobu Reaction This reaction is used to encapsulates the total synthesis of natural products such as catechin (antioxidant), vinblastine (anti- neoplastic agent), drugs, analogues and semi-synthetic derivatives of naturally occuring compounds. It is also used to synthesize quinine( antimalarial ), colchicine (treatment for gout), morphine, strychnine and oseltamivir .

7. Bibliography Mundy B.P., Ellerd , M.G., Favaloro Jr., F.G., “Name Reactions and Reagents in Organic Synthesis,” Wiley, 2 nd edition, Page No.-434. Munawar S, Zahoor AF, Ali S, Javed S, Irfan M, Irfan A, Kotwica-Mojzych K, Mojzych M. Mitsunobu Reaction: A Powerful Tool for the Synthesis of Natural Products: A Review. Molecules. 2022 Oct 17;27(20):6953. doi : 10.3390/molecules27206953. PMID: 36296545; PMCID: PMC9609662. Mitsunobu reaction. Wikipedia. https://en.wikipedia.org/wiki/Mitsunobu_reaction#:~:text=The%20Mitsunobu%20reaction%20is%20an,or%20diisopropyl%20azodicarboxylate%20(DIAD) . Date: 23/08/2024. Time: 08:32 pm 7

8. Thank you 8