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java (Hive Bee) 07-06-04 23:21 No 517803 |
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Preparation of D-Phenylalanine from DL-Phenylal... (Rated as: good read) |
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Preparation of D-Phenylalanine by Asymmetric Transformation Chinese Chemical Letters Vol. 15, No. 4, pp 411-412, 2004 ![]() Abstract The method of preparing D-phenylalanine by asymmetric transformation is reported. D-phenylalanine was prepared from DL-phenylalanine by two-step reaction. D-phenylalanine (2S, 3S)-tartrate was prepared by heating DL-phenylalanine, salicylaldehyde, and (2S, 3S)-tartaric acid in propionic acid; the obtained D-phenylalanine (2S, 3S)-tartrate was treated with triethylamine in ethanol giving D-phenylalanine with 98% optical purity in 69% yield. References 1. S. Ehrenpreis, R. C. Balagot, J. Greenberg, S. Myles, F. Ellyin, Degrad. Endog. Opioids: Its Relevance Hum. Pathol. Ther., 1983, 117. 2. R. Irmgard, O. Peter, G. Renate, B. Sylvia, G. Erhard, W. Arthur, Germany(East) Patent 229931(1985), Chem. Abstr., 1986, 105, 108512u. 3. N. Shimura, Japanese Patent 02131422(1990), Chem. Abstr., 1990, 113, 109345u. 4. K. Yokozeki, K. Kubota, Agric. Biol. Chem., 1987, 51(3), 721. 5. H. S. Bae, S. G. Lee, S. P. Hong et al., J. Mol. Catal. B: Enzym., 1999, 6, 241. 6. O. Ikumasa, Y. Kenzo, Japanese Patent 2001 224395(2001), Chem. Abstr., 2001, 135, 151713s. 7. M. Shoichiro, N. Kazunari, N. Kiyoteru, M. Toru, Japanese Patent 6391097(1988), Chem. Abstr., 1989, 110, 37788d. 8. Y. Z. Jiang, G. L. Liu, C. Y. Zhou et al., Synth. Commun., 1991, 21(8-9), 1087. 9. W. Hans, T. H. Wolter, European Patent 180276(1986), Chem. Abstr., 1986, 105, 134150u. 10. T. Shiraiwa, K. Shinjo, Y. Masui et al., Bull. Chem. Soc. Jpn., 1991, 64, 3741. 11. T. Shiraiwa, K. Shinjo, H. Kurokawa, Bull. Chem. Soc. Jpn., 1991, 64(11), 3251. 12. C. A. Maryanoff, L. Scott, R. D. Shah, F. J. Villani Jr., Tetrahedron: Asymmetry, 1998, 9, 3247. 13. S. Yamada, C. Hongo, R. Yoshika, I. Chibata, J. Org. Chem., 1983, 48, 843. 14. J. Buckingham et al., Dictionary of Organic compounds-5 th ed., 1982, 4592. Just hold on to the thread...that keeps us going http://www.chiapaslink.ukgateway.net/ |
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