Catalyzing Synthesis of Chiral Nitrendipine

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This paper describes the chiral synthesis of R-2,6-dimethyl-4-(3-nitro phenyl)-1,4- dihydro-pyridine-3,5-dicarboxylic acid 3-ethyl ester 5-methyl ester (R-Nitrendipine) using chiral phase transfer catalyst. The structure of the obtained nitrendipine crystals was determined with single crystal X-ray diffraction. The crystal is monoclinic, with the space group of P21/c and unit cell constants of a=8.8577(15), b=15.581(3), c=12.999(2)Å, β=92.458(4)°, V=1792.3(5)Å3, Z=4, Dc =1.335g/cm3, F(000)=760. X-ray analysis reveals that the product is a chiral nitrendipine with R-configuration of the dihydropyridine ring. And measurement of polarimeter reveals that the synthesized nitrendipine is a chiral molecular.

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Advanced Materials Research (Volumes 518-523)

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3943-3946

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May 2012

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© 2012 Trans Tech Publications Ltd. All Rights Reserved

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[1] W. G. Nayler, J. Thorac, Cardiovasc: Surg., Vol. 84 (1982), p.897

Google Scholar

[2] G. Boatto, M. Nieddu, M. V. Faedda: Chirality, Vol. 15 (2003), p.494

Google Scholar

[3] G. Mikus, V. Mast, D. Ratge: Clin. Pharmacol. Ther., Vol. 57 (1995), p.52

Google Scholar

[4] J. Li, Y. C. Liu, J. G. Deng: Chin. Chem. Lett., Vol. 11 (2000), p.209

Google Scholar

[5] K. Achiwa, T. Kato: Curr. Org. Chem., Vol. 3 (1999), p.77

Google Scholar

[6] A. Georges: Chirality, Vol.12 (2000), p.558

Google Scholar

[7] M. Shi, W. Sui: Tetrahedron:Asymmetry, Vol. 11 (2000), p.835

Google Scholar

[8] M. Shi, J. Jiang, Y. Feng: Tetrahedron:Asymmetry, Vol. 11 (2000), p.4923

Google Scholar

[9] M. Pereira, , P. P. Santos, L. Reis, A. M.Lobo , S. J.Prabhakar: Chem. Soc. Chem. Comm., Vol. 38 (1993), p.40

Google Scholar

[10] Z. B. Zhang, Z. M. Wang, Y. X.Wang, H. Q. Liu, G. X. Lei, M. Shi,: J. Chem. Soc., Vol. 53 (2000), p.153

Google Scholar

[11] K. Achiwa, T. Kato: Curr. Org. Chem., Vol. 3 (1999), p.77

Google Scholar

[12] A. Honda, M. Karen, J. Carroll, P J. Walsh: Chirality, Vol.15 (2003), p.615

Google Scholar

[13] H. Hideo, U. Daisuke, K. Shunsuke, H. Takuya, M. Keiji: Chemistry- A European Journal, Vol. 9 (2003), p.4405

Google Scholar

[14] K. Shunsuke, H. Hideo, M. Keiji: Asymmetry, Vol. 14 (2003), p.1603

Google Scholar

[15] A.Burger et al.: J.Pharm.Sci. Vol. 86 (1997), p.674

Google Scholar