An Improved H-Phosphonate Method for the Preparation of α-L-Rhamnosy-1-Phosphoramidates of Amino Acid Methyl Esters

Shan Shan Gong; Guo Dong Liu; Qing Kun Yang; Qi Sun

doi:10.4028/www.scientific.net/AMR.830.143

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HomeAdvanced Materials ResearchAdvanced Materials Research Vol. 830An Improved H-Phosphonate Method for the...

An Improved H-Phosphonate Method for the Preparation of α-L-Rhamnosy-1-Phosphoramidates of Amino Acid Methyl Esters

Abstract:

A series of α-L-rhamnosyl-1-H-phosphoramidates of amino acid methyl esters were synthesized via an improved H-phosphonate protocol. Their structures were confirmed by NMR, IR, and MS analysis.

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Advanced Materials Research (Volume 830)

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143-146

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https://doi.org/10.4028/www.scientific.net/AMR.830.143

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Online since:

October 2013

Authors:

Shan Shan Gong, Guo Dong Liu, Qing Kun Yang, Qi Sun*

Keywords:

Amino Acid Methyl Ester, Glycopeptide, H-Phosphonate, Oxidative Coupling, Phosphoramidate

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References

[1] P.A. Haynes, Glycobiology Vol. 8 (1998), p.1.

Google Scholar

[2] Q. Ma, Y. Ju, Y.F. Zhao, Progress in Chemistry Vol. 18, (2006), p.1110.

Google Scholar

[3] C.R. Bertozzil, L.L. Kiessling, Science. Vol. 291 (2001), p.2357.

Google Scholar

[4] J. Alper, Science Vol. 301 (2003), p.159.

Google Scholar

[5] B.G. Davis, J. Chem. Soc. Perkin Trans Vol. 1 (1999), p.3215.

Google Scholar

[6] K.M. Koeller, C.H. Wong, Chem. Rev. Vol. 100 (2000), p.4465.

Google Scholar

[7] S. Umezawa, K. Tatsuta, O. Izawa, T. Tsuchiya, Tetrahedron lett. Vol. 1 (1972), p.97.

Google Scholar

[8] K. Kitagishi, K. Hiromi, J. Biochem. Vol. 95 (1984), p.529.

Google Scholar

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

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), p.1435.

Google Scholar

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

Google Scholar

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

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), p.4461.

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

[15] I. Zlatev, A. Giraut, F. Morvan, P. Herdewijin, J. Vasseur, Bioorg. Med. Chem. Vol. 17 (2009. ), p.7008.

Google Scholar