Learning objectives
The acquisition of advanced techniques for the synthesis and purification of organic compounds is obtained through an extensive laboratory practice. The compounds synthesized will be characterized with either chromatographic and spectroscopic techniques (MS, UV, IR, 1H and 13C NMR).
Prerequisites
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Course unit content
Preparation of a deuterium labelled compound. Synthesis of a dipeptide. Enantioselective reduction of ketones. Derivatization of a chiral alcohol with the Mosher's acid.
Study of the stereoselectivity of a aldohol condensation reaction under thermodynamic and kinetic control.
Full programme
Lab training:
- Synthesis of 2-deuterated cinnamic acid.
- Synthesis of N-acetyl-(L)-prolyl-(L)-phenylalanine methyl ester dipeptide.
- Enantioselective reduction of trifluoroacetofenone with yeasts.
- Derivatization of a chiral alcohol with Mosher's acid.
- Stereoselective aldoholic condensation reactions.
Bibliography
Lab training:
- M. Casey, J. Leonard, B. Lygo, G. Procter: " Advanced Practical Organic Chemistry", 2nd Edition, Stanley Thornes Ltd (UK), 1998.
Spectroscopy:
- D. H. Williams, I. Fleming: "Spectroscopic Methods in Organic Chemistry" 5th Edition, McGraw-Hill, 1996.
Teaching methods
The course will be mainly based on practical experiments (5) in lab and few front lessons in classroom.
Assessment methods and criteria
Oral exam.
Other information
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