Synthesis of α-L-Rhamnosy-1-Phosphoramidates via H-Phosphonate Monoesters

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A series of α-L-rhamnosyl-1-H-phosphoramidates were synthesized by an efficient oxidative coupling reaction of α-L-rhamnosyl-1-H-phosphonate with amino compounds. All these compounds were characterized with NMR, IR, and MS. This method features simple procedures and high yields.

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234-237

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October 2013

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© 2014 Trans Tech Publications Ltd. All Rights Reserved

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[1] Y. Mehellou, J. Balzrini, C. McGuigan, Chem. Med. Chem. Vol. 4 (2009), pp.1779-1791.

Google Scholar

[2] E. De Clercp, Nat. Rev. Drug Discovery Vol. 1 (2002), pp.13-25.

Google Scholar

[3] I. Kers, J. Stawiński, Tetrahedron Vol. 55 (1999), pp.11579-11588.

Google Scholar

[4] V.I. Vidhya, W.G. George, R.R. Matthew, J.M. Edward, R.W. Carston, Vol. 43 (2000), pp.2266-2274.

Google Scholar

[5] Q. Sun, Q. Ma, L. He, Y. Ju, Y. Zhao, Chemical Journal of Chinese Unversities, Vol. 27 (2006), pp.1070-1074.

Google Scholar

[6] G.A. Elsayed, G. J. Boons, Syn. Lett. Vol. 9 (2003), pp.1373-1375.

Google Scholar

[7] Q. Xiao, J. Sun, Y. Ju, Synthesis, Vol. 1 (2003), pp.107-112.

Google Scholar

[8] P. Guga, M. Koziolkiewwicz, Chemistry & Biodiversity. Vol. 8 (2011), pp.1642-1681.

Google Scholar

[9] T. Komiyama, H. Suda, T. Aoyagi, T. Takeuchi, H. Umezawa, K. Fujimoto, S. Umezawa, Arch. Biochem. Biophys. Vol. 171 (1975), pp.727-731.

DOI: 10.1016/0003-9861(75)90085-5

Google Scholar

[10] G. De Nanteuil, A. Benoist, G. Remond, J. J. Deseombes, V. Barou, T. J. Verbeuren, Tetrahedron Lett. Vol. 36 (1995), pp.1435-1438.

Google Scholar

[11] Q. Sun, Q. Xiao, Y. Ju, Y.F. Zhao, Chinese Chem. Lett. Vol. 14 (2003), pp.685-688.

Google Scholar

[12] M.G. Donahue, J.N. Johnston, Bioorg. Med. Chem. Lett. Vol. 16 (2006), pp.5602-5604.

Google Scholar

[13] G.J. van der Heden van Noort, C.P. Verhagen, M.G. van der Horst, H.S. Overkleeft, G.A. van der Marel, D.V. Filippov, Org. Lett. Vol. 10 (2008), pp.4461-4464.

DOI: 10.1021/ol801608j

Google Scholar

[14] Q. Sun, Q. Yang, S. Gong, Q. Fu, Q. Xiao, Bioorg. Med. Chem. Vol. 21, 2013, In press.

Google Scholar