Studies On The Racemization Of D-penicillamine And The Resolution Of D,L-penicillamine

L-penicillamine can be used to synthesis the inhibitor for HIV-1 glair enzyme as a medicine intermediate with good effect, which have the capability to prevent and treat the aids. From the strueture of the penicillamine, which belongs to amino acid. It has one C and a pair of enantiomeric isomers. At present, there is only the D-penicilliamine in the domestic. A new process was offered in studying the process of racemization of D-penicillamine and the prepare of L-penicillamine, which was different from the old process. It was mainly studied that acetyl-D, L-penicillamine was prepared from D-penicillamine and the acetyl chloride is acetylizing agent. The yiieild of acetyl-D, L-penicillamine is 74. 6%. D, L-penicillamine was prepared after the acetyl-D, L-penicillamine was hydrolyzed in the hydrochloric acid, the yielid of D,L-penicillamine is 76.2%.L-(+)-N, N-dymethyl-4-nitrophenyl-a-hydrox-isobutyamine was used for the reslution of acetyl-D, L-penicillamine in the paper, the recovery of L-(+)-N, N-dymethyl-4-nitrophenyl-a-hydrox-isobutyamine is 90. 4%. And the L-penicillamine was prepared after the acetyl- L-penicillamine was hydrolyzed in the hydrochloric acid, the yielid and the purity of L-penicillamine are 71.4% and 97.3% respectively.This paper discussed the influence of the action temperature and time on optically inactivating D-penicillamine to racemic, and getting the dynamics equation of the racemization, while respectively discussing the influence of the quantity of solvent, quantity of acetyl chloride, temperature, reaction time for racemization, quantity of hydrochloric acid, the circumfluence time, PH and others factors on the yield of the L-penicillamine, and getting the dynamics equation of the acetyl-L-penicillamine' s the hydrolyze process. Finally it conclude optimal conditions for the prepare of L-penicillamine.