Synthesis and Crystal Structure of 13-cis-Retinoate Aryl Derivatives

Article Preview

Abstract:

A series of 13-cis-retinoate aryl derivatives were synthesized from 13-cis-retinoic acid and phenols or arylalcohol with dicyclohexylcarbodiimide (DCC) as reagent and 4-dimethylaminopyridine (DMAP) as catalyst. Their structures were characterized by 1H, 13C NMR, IR and MS. The crystal of 3a has been determined by single crystal X-ray diffraction analysis and its molecular structure has been confirmed. Compound 3a belongs to monoclinic system with space group P2 (1)/c, a = 22.235 (3) Å, b = 7.4117 (10) Å, c = 15.990 (2) Å, β = 109.253 (3) °, V = 2487.7 (6) Å3, Z = 4, R = 0.0613, ωR = 0.01437.

You might also be interested in these eBooks

Info:

Periodical:

Advanced Materials Research (Volumes 236-238)

Pages:

3037-3040

Citation:

Online since:

May 2011

Export:

Price:

Permissions CCC:

Permissions PLS:

Сopyright:

© 2011 Trans Tech Publications Ltd. All Rights Reserved

Share:

Citation:

[1] J. Paik, S. Vogel, R. Piantedosi, A. Sykes, W.S. Blaner and K. Swisshelm: Biochem. Vol. 39 (2000), p.8073.

DOI: 10.1021/bi992152g

Google Scholar

[2] X.Q. Deng, H. L. Fan, Y. Wang and J. N. Xiang: J. Synth. Chem. Vol. 13 (2005), p.327.

Google Scholar

[3] J. R. Walker, G. Alshafie, H. Abou-Issa and R. W. Curley Jr: Bioorg. Med. Chem. Lett. Vol. 12 (2002), p.2447.

Google Scholar

[4] P. P. William, T. Memphis, U.S. Patent 5,837,728. (1998).

Google Scholar

[5] Shealy: Pharm Sci. Vol. 73 (1984), p.745.

Google Scholar

[6] A. P. Harlie and P. P. William, U.S. Patent 4,677,120. (1987).

Google Scholar

[7] C.A. Maryanoff, U.S. Patent 4,743,400. (1998).

Google Scholar

[8] A.G. M. Barrett and G.G. Graboski: Chem. Rev. Vol. 86 (1986), p.751.

Google Scholar

[9] T.E. Gundersen and R. J. Blomhoff: Chromatogr. A. Vol. 935 (2001), p.13.

Google Scholar