Chem. J. Chinese Universities ›› 1997, Vol. 18 ›› Issue (6): 911.

• Articles • Previous Articles     Next Articles

Convenient Synthesis of (S)-α, α'-Diphenyl-2-pyrrolidinemethanol

YANG Xiao-Wu, NI Jing-Man, WANG Rui, PAN Xin-Fu   

  1. Departments of Biology and Chemistry, State Key Laboratory ofApplied organic Chemistry, Lanzhou University, Lanzhou, 730000
  • Received:1996-07-01 Online:1997-06-24 Published:1997-06-24

Abstract: Aconvenient synthesis of optically active α, α -diphenyl-2-pyrrolidinemethanol (1)starting from L-proline, based on different N-protections, was described. Different N-pro-tections had no effect on the optical purity of compound 1, but gave different chemical yields. The yield was the lowest when PhCH2, was employed for N-protection. An investiga-tion on the effect of N-protection on the chemical yield and the optical purity of compound 1led to a convenient preparation of the new chiral oxazolidinone 3. The structure of 3 was identified with 1H NMR, 13CNMR, MSand IR.

Key words: Synthesis, α, α'-Diphenyl-2-pyrrolidinemethanol, Oxazolidinone

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