DOI QR코드

DOI QR Code

Enterobactin Analogues Prepared by Cross-Linking Catechol Derivative with cis,cis-1,3,5-Tris(aminomethyl)cyclohexane


Abstract

Keywords

References

  1. Comprehensive Supramolecular Chemistry v.1 Telford, J. R.;Raymond, K. N.
  2. Development of Iron Chelators for Chinical Use Martel, A. E.;Anderson, W. F.;Badman, D. G.(Eds.)
  3. J. Am. Chem. Soc. v.114 Tor, Y.;Libman, J.;Shanzer, A.;Felder, C. E.;Lifson, S.
  4. J. Am. Chem. Soc. v.107 Rodgers, S. J.;Ng, C.-Y.;Raymond, K. N.
  5. Inorg. Chem. v.30 Loomis, L. D.;Raymond, K. N.
  6. J. Am. Chem. Soc. v.115 Stack, T. D. P.;Hou, Z.;Raymond, K. N.
  7. Inorg. Chim. Acta v.263 Hou, Z.;Stack, T. D. P.;Sunderland, C. J.;Raymond, K. N.
  8. 1a: ¹H NMR (DMSO-$d_6$) δ 0.68 (dd, J = 12.3 Hz and 24.0 Hz, 3H), 1.73 (br, 3H), 1.91 (d, J = 15.2 Hz, 3H), 3.24 (dd, J = 6.0 Hz and 6.0 Hz, 6H), 6.64 (dd, J = 8.0 Hz and 8.2 Hz, 9H), 6.96 (d, J = 7.8 Hz , 3H), 7.20 (d, J = 8.1 Hz, 3H). $^13$C NMR (CDCl₃) δ 34.8, 36.6, 45.2, 115.0, 117.8, 118.7, 146.2, 149.6, 169.8. HRMS calcd for $C_{30}H_{33}N_{3}O_{9}$ 579.2217, found 579.2210.
  9. 1b: ¹H NMR (DMSO-$d_6$) δ 1.08 (s, 9H), 1.09 (m, 3H), 1.28 (m, 3H), 3.15 (d, J = 4.6 Hz, 6H), 6.69 (dd, J = 8.0 Hz, 9H), 6.91 (d, J = 7.7 Hz, 3H), 7.36 (d, J = 7.4 Hz, 3H), 8.58 (br, 3H). $^13$C NMR (CDCl₃) δ 15.2, 26.4, 35.4, 39.5, 115.9, 117.9, 118.0, 118.6, 146.1, 148.8, 169.5. HRMS calcd for $C_{30}H_{33}N_{3}O_{9}$ 621.2686, found 621.2687.
  10. J. Org. Chem. v.59 Tse, B.;Kishi, Y.
  11. Critical Stability Constant v.1 Martell, A. E.;Smith, R. M.
  12. Structures were optimized with PM3 in the Gaussian 98 program package.
  13. Angew. Chem. Int. Ed. Engl. v.31 Karpishin, T. B.;Raymond, K. N.
  14. J. Am. Chem. Soc. v.102 Weitl, F. L.;Raymond, K. N.
  15. J. Med. Chem. v.38 Xu, J.;Kullgren, B.;Durbin, P. W.;Raymond, K. N.
  16. Chem. Int. Ed. Engl. v.25 Stechan, E. Angew.
  17. J. Am. Chem. Soc. v.120 Niikura, K.;Metzger, A.;Anslyn, E. V.
  18. Angew. Chem. Int. Ed. Engl. v.37 Szabo, T.;O'Leary, B. M.;Rebek, Jr. J.

Cited by

  1. ChemInform Abstract: Enterobactin Analogues Prepared by Cross-Linking Catechol Derivative with cis,cis-1,3,5-Tris(aminomethyl)cyclohexane. vol.33, pp.28, 2001, https://doi.org/10.1002/chin.200228283
  2. Carbamate triserine lactone receptors for anion recognition vol.49, pp.45, 2008, https://doi.org/10.1016/j.tetlet.2008.08.081
  3. A Novel Iron(III) Selective Membrane Electrode Containing a Tripodal Polycatacholamine as Sensor vol.32, pp.10, 2001, https://doi.org/10.5012/bkcs.2011.32.10.3592
  4. A Novel Tris(2-aminoethyl)amine Based Tripodal Ligand: Synthesis and Solution Coordination Studies with Trivalent Iron and Chromium vol.2016, pp.None, 2001, https://doi.org/10.1155/2016/3757418