Journal of Chemical Research p. 610 - 612 (2010)
Update date:2022-08-29
Topics:
Zhang, Yu-Mei
Liu, Peng
Zhang, Hong-Li
Optically pure (S)-α,α-diphenyl-2-pyrrolidine methanol was prepared from L-proline via protection of the amino group, reaction with the Grignard reagents and deprotection of the amino-protected groups in 54.4% yield. The synthetic conditions to prepare (S)-α,α-diphenyl-2- pyrrolidinemethanol were optimised. Single crystal X-ray diffraction analysis revealed that the molecular structure of the compound was enantiomerically pure. The crystals are orthorhombic, space group P2(1)2(1)2(1), with unit cell parameters a = 8.9000(18) A, b = 9.2405(18) A, c = 16.671(3) A, V = 1371.1(5) A3, Dx = 1.227 g cm -3, Z =4, T = 113(2)K, F(000) = 628, R1 = 0.0335 and wR2 = 0.0707. The absolute structure parameter was -1.6(17).
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