A convenient synthesis of conformationally constrained β-substituted tryptophans

Tetrahedron

Volumn 56, Issue 30, 2000, Pages 5479-5492

  Nemes, Csaba ^a,b   Jeannin, Laurent ^a,c   Sapi, Janos ^a   Laronze, Marie ^a   Seghir, Houria ^a   Augé, Franck ^a   Laronze, Jean Yves ^a  

^a UNIVERSITÉ DE REIMS CHAMPAGNE ARDENNE   (France)

^b SCRIPPS RESEARCH INSTITUTE   (United States)

^c Peptisyntha RD   (Belgium)

Author keywords

Constrained conformation; Meldrum s acid; substituted tryptophan

Indexed keywords

ALDEHYDE DERIVATIVE; BETA CARBOLINE DERIVATIVE; CARBAMIC ACID ESTER; INDOLE; TRYPTOPHAN DERIVATIVE;

AMINO ACID SYNTHESIS; ARTICLE; CHEMICAL MODIFICATION; CHEMICAL STRUCTURE; DIASTEREOISOMER; MOLECULAR MODEL; PRIORITY JOURNAL; REACTION ANALYSIS; STOICHIOMETRY; STRUCTURE ANALYSIS;

EID: 0034698148     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(00)00446-4     Document Type: Article

References (50)

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47. For the resolution and characterization of the absolute configuration of β-substituted tryptophans (7a, b, c, e, f) analytical HPLC methods have already been developed: (a) Péter, A.; Török, G.; Tóth, G.; Tourwé, D.; Mannekens, E.; Van Den Nest, W.; Sapi, J.; Armstrong, D.W. Peptides 1998, Proceedings of the 25th European Peptide Symposium, Bajusz, S.; Hudecz, F.; Eds.; Wiley: NY, 1999; pp 300-301. (b) Péter, A.; Péter, M.; Fülöp, F.; Török, G.; Tóth, G.; Tourwé, D.; Sapi, J. Chromatographia 2000, 51, 148-154. (c) Török, G.; Péter, A.; Vékes, E.; Sapi, J.; Laronze, M.; Laronze, J.-Y.; Armstrong, D. W. Chromatographia 2000, 51, 165-174.
48. For the resolution and characterization of the absolute configuration of β-substituted tryptophans (7a, b, c, e, f) analytical HPLC methods have already been developed: (a) Péter, A.; Török, G.; Tóth, G.; Tourwé, D.; Mannekens, E.; Van Den Nest, W.; Sapi, J.; Armstrong, D.W. Peptides 1998, Proceedings of the 25th European Peptide Symposium, Bajusz, S.; Hudecz, F.; Eds.; Wiley: NY, 1999; pp 300-301. (b) Péter, A.; Péter, M.; Fülöp, F.; Török, G.; Tóth, G.; Tourwé, D.; Sapi, J. Chromatographia 2000, 51, 148-154. (c) Török, G.; Péter, A.; Vékes, E.; Sapi, J.; Laronze, M.; Laronze, J.-Y.; Armstrong, D. W. Chromatographia 2000, 51, 165-174.
49. For the resolution and characterization of the absolute configuration of β-substituted tryptophans (7a, b, c, e, f) analytical HPLC methods have already been developed: (a) Péter, A.; Török, G.; Tóth, G.; Tourwé, D.; Mannekens, E.; Van Den Nest, W.; Sapi, J.; Armstrong, D.W. Peptides 1998, Proceedings of the 25th European Peptide Symposium, Bajusz, S.; Hudecz, F.; Eds.; Wiley: NY, 1999; pp 300-301. (b) Péter, A.; Péter, M.; Fülöp, F.; Török, G.; Tóth, G.; Tourwé, D.; Sapi, J. Chromatographia 2000, 51, 148-154. (c) Török, G.; Péter, A.; Vékes, E.; Sapi, J.; Laronze, M.; Laronze, J.-Y.; Armstrong, D. W. Chromatographia 2000, 51, 165-174.
50. * as in the literature the use of other nomenclatures (e.g. erythro-threo) for the configurational notation is not only confusing but in certain cases incorrect as well.