(R,S)-Fmoc-Thc(Boc)-OH (rac)

Chemischer Name: 9-(1,1-Dimethylethyl)-3-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-1,2,3,4-tetrahydro-9H-carbazole-3,9-dicarboxylate // Synonyme: 3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-9-(tert-butoxycarbonyl)-2,3,4,9-tetrahydro-1H-carbazole-3-carboxylic acid

  • Art-Nr.:FAA8615
  • CAS Nr.:1031927-10-2
  • Formel:C33H32N2O6
  • Molare Masse:552,63 g/mol

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5 g
1.200,00 €
FAA8615.0005
description

This derivative represents a constrained tryptophane derivative.


references

Mechanism of Stabilization of Helix Secondary Structure by Constrained Calpha-Tetrasubstituted alpha-Amino Acids; I. Maffucci, S. Pellegrino, J. Clayden, A. Contini; J. Phys. Chem. B 2015; 119(4): 1350-1361. https://doi.org/10.1021/jp510775e.


Synthesis of constrained analogues of tryptophan; E. Rossi, V. Pirovano, M. Negrato, G. Abbiati, M. Dell’Acqua; Beilstein J. Org. Chem. 2015; 11: 1997-2006. https://doi.org/10.3762/bjoc.11.216.


Solid-phase synthesis of substituted 3-amino-3’-carboxy-tetrahydrocarbazoles; M. Koppitz, G. Reinhardt, A. van Lingen; Tetrahedron Letters 2005; 46(6): 911-914. https://doi.org/10.1016/j.tetlet.2004.12.058.


Identification and optimization of novel partial agonists of Neuromedin B receptor using parallel synthesis; S. J. Shuttleworth, M. E. Lizarzaburu, A.

Chai, P. Coward; Bioorg. Med. Chem. Lett. 2004; 14(12): 3037-3042. https://doi.org/10.1016/j.bmcl.2004.04.045.


Tetrahydrocarbazol derivatives as ligands for G-protein-coupled receptors (GPCR). U.S. Patent US 2003/0232873 A1; M. K. Koppitz, H. P. Muhn, K. J. Shaw, H. Hess-Stumpp, K. W. Paulini; 2003.


Synthesis and biological evaluation of conformationally restricted derivatives of tryptophan as NK1/NK2 ligands; R. Millet; J.-F. Goossens, K. Bertrand-Caumont, P. Chavatte, R. Houssin, J.-P. Hénichart; Lett. Pept. Sci. 1999; 6: 221-233. https://doi.org/10.1007/BF02443509.


Studies of Alicyclic Alpha-Amino Acids. III. Synthesis and Biological Evaluation of 3-Amino-1,2,3,4-tetrahydrocarbazole-3-carboxylic Acids; Y. Maki, T. Masugi, T. Hiramitsu, T. Ogiso; Chem. Pharm. Bull. 1893; 21: 2460-2465. https://doi.org/10.1248/cpb.21.2460.

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