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(R,S)-Fmoc-Thc(Boc)-OH (rac)
Chemical name: 9-(1,1-Dimethylethyl)-3-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-1,2,3,4-tetrahydro-9H-carbazole-3,9-dicarboxylate // Synonyms: 3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-9-(tert-butoxycarbonyl)-2,3,4,9-tetrahydro-1H-carbazole-3-carboxylic acid
- Product code:FAA8615
- CAS No.:1031927-10-2
- Formula:C33H32N2O6
- Molecular weight:552.63 g/mol
Starting at $1,500.00
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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