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Synthesis of Fmoc-amino acid fluorides via DAST, an alternative fluorinating agent

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Summary

DAST [(diethylamino)sulfur trifluoride] has shown to be an excellent alternative fluorinating agent for synthesis of Fmoc-amino acid fluorides. The use of DAST is advantageous relative to other fluorinating agents, such as cyanuric fluoride, since handling and isolation of the acid fluorides are facile.

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References

  1. Carpino, L.A., Sadat-Aalaee, D., Chao, H.G. and DeSelms, R.H., J. Am. Chem. Soc., 112 (1990) 9651.

    Google Scholar 

  2. Wenschuh, H., Beyermann, M., Krause, E., Brudel, M., Winter, R., Schühmann, M., Carpino, L.A. and Bienert, M., J. Org. Chem. 59 (1994) 3275.

    Google Scholar 

  3. Wenschuh, H., Beyermann, M., El-Faham, A., Ghassemi, S., Carpino, L.A. and Bienert, M., J. Chem. Soc., Chem. Commun., (1995) 669.

  4. Wenschuh, H., Beyermann, M., Rothemund, S., Carpino, L.A. and Bienert, M., Tetrahedron Lett., 36 (1995) 1247.

    Google Scholar 

  5. Carpino, L.A., Sadat-Aalaee, D. and Beyermann, M., J. Org. Chem., 55 (1990) 1673.

    Google Scholar 

  6. Carpino, L.A. and El-Faham, A., J. Am. Chem. Soc., 117 (1995) 5401.

    Google Scholar 

  7. Halasz, S.P. and Glemser, O., Chem. Ber., 103 (1970) 594.

    Google Scholar 

  8. Hudlicky, M., Org. Reactions, 35 (1988) 513.

    Google Scholar 

  9. Carpino, L.A., Cohen, B.J., Stephens, K.E., Sadat-Aalaee, D., Tien, J.H. and Langridge, D.C., J. Org. Chem., 51 (1986) 3732.

    Google Scholar 

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Authors and Affiliations

  1. Institute of Molecular Pharmacology, Alfred-Kowalke-Strasse 4, D-10315, Berlin, Germany

    Christine Kaduk, Holger Wenschuh, Michael Beyermann, Klaus Forner, Louis A. Carpino & Michael Bienert

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  1. Christine Kaduk
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  2. Holger Wenschuh
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  3. Michael Beyermann
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  4. Klaus Forner
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  5. Louis A. Carpino
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  6. Michael Bienert
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Kaduk, C., Wenschuh, H., Beyermann, M. et al. Synthesis of Fmoc-amino acid fluorides via DAST, an alternative fluorinating agent. Lett Pept Sci 2, 285–288 (1996). https://doi.org/10.1007/BF00142240

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  • DOI: https://doi.org/10.1007/BF00142240

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