BP401T Pharmaceutical Organic Chemistry -III Notes B Pharm 4th Semester

This subject imparts knowledge on stereo-chemical aspects of organic compounds and organic reactions, important named reactions, chemistry of important hetero cyclic compounds. It also emphasizes on medicinal and other uses of organic compounds.

Objectives: At the end of the course, the student shall be able to

1. understand the methods of preparation and properties of organic compounds
2. explain the stereo chemical aspects of organic compounds and stereo chemical reactions
3. know the medicinal uses and other applications of organic compounds

Course Content:

UNIT-I
Stereo isomerism

A. Optical isomerism

• Optical activity, enantiomerism, diastereoisomerism, meso compounds
• Elements of symmetry, chiral and achiral molecules
• DL system of nomenclature of optical isomers, sequence rules, RS system of nomenclature of optical isomers
• Reactions of chiral molecules
• Racemic modification and resolution of racemic mixture.
• Asymmetric synthesis: partial and absolute

UNIT-II

B. Geometrical isomerism

• Nomenclature of geometrical isomers (Cis Trans, EZ, Syn Anti systems)
• Methods of determination of configuration of geometrical isomers.

C. Conformational isomerism in Ethane, n-Butane and Cyclohexane.

D. Stereo isomerism in biphenyl compounds (Atropisomerism) and conditions for optical activity. e. Stereospecific and stereoselective reactions

UNIT-III

Heterocyclic compounds:

• Nomenclature and classification
• Synthesis, reactions and medicinal uses of following compounds/derivatives Pyrrole, Furan, and Thiophene – Relative aromaticity, reactivity and Basicity of pyrrole

UNIT-IV

• Synthesis, reactions and medicinal uses of following compounds/derivatives
• Pyrazole, Imidazole, Oxazole and Thiazole.
• Pyridine, Quinoline, Isoquinoline, Acridine and Indole. Basicity of pyridine d. Synthesis and medicinal uses of Pyrimidine, Purine, azepines and their derivatives

UNIT-V

• Reactions of synthetic importance
  • Metal hydride reduction (NaBH4 and LiAlH4), Clemmensen reduction, Birch reduction, Wolff Kishner reduction.
  • Oppenauer-oxidation and Dakin reaction.
  • Beckmanns rearrangement and Schmidt rearrangement.
  • Claisen-Schmidt condensation

Recommended Books (Latest Editions)

1. Organic chemistry by I.L. Finar, Volume-I & II.
2. A text book of organic chemistry – Arun Bahl, B.S. Bahl.
3. Heterocyclic Chemistry by Raj K. Bansal
4. Organic Chemistry by Morrison and Boyd
5. Heterocyclic Chemistry by T.L. Gilchrist

Unit-I

Optical Isomerism

Unit-II

Geometrical Isomerism