Synthesis And Characterization Of Unnatural Amino Acid (4S)-4-Amino-L-Proline

In this thesis, (4S)-4-amino-L-proline ester was prepared from the commercially available (4R)-4-hydroxy-L-proline via esterfication, mesylation, azide displacement and reduction. The compound was partially protected and was obtained in high yield. The compounds was characterized by IR, NMR and MS spectra.Starting from the (4S)-4-amino-L-proline ester, (4S)-4-amino-L-proline was obtained by hydrolysis. The compound was characterized by NMR and MS spectra.Starting from the (4S)-4-amino-L-proline ester, (4S)-4-benzamido- proline ester was synthesized by N-benzoylation. (4S)-4-benzamido-L-proline ester is a very important intermediate, It will be widerly used in peptide synthesis. The compound was characterized by IR, NMR and MS spectra.