Synthesis and Structure Determination of (2S, 2′S)-3-Phenyl-2-(pyrrolidin-2′-yl)- propionic Acid

Abstract

Aβ²,β³-homoproline derivative, (2S, 2′S)-3-phenyl-2-(pyrrolidin-2′-yl)propionic acid, was synthesized starting from l-proline. After preparation of the (4S, 4aS)-4-benzyl-4a,5,6,7-tetrahydro-pyrrolo-[1,2-c]pyrimidine-1,3-dione under a mild condition, the absolute configuration of target compound was assigned using 2D H-H COSY and H-H NOESY technologies.

Keywords:

• Synthesis
• β²,β³–Homoproline derivative
• (2S, 2′S)-3-Phenyl-2-(pyrrolidin-2′-yl)propionic acid
• (4S, 4aS)-4-Benzyl-4a,-5,6,7-tetrahydro-pyrrolo-[1,2-c]-pyrimidine-1,3-dione

Acknowledgments

This work was supported by the grants from the National Natural Science Foundation of China and the Science and Technology Committee of Ji Lin Province, China. We also thank Professor D. H. Kim and his group of Postech in Korea for their great help in this research.