The synthesis of lysine α-ketoamide thrombin inhibitors via an epoxy amide ring opening

Tetrahedron Letters

Volumn 38, Issue 33, 1997, Pages 5741-5744

  Cacciola, Joseph ^a   Alexander, Richard S ^a   Fevig, John M ^a   Stouten, Pieter F W ^a  

^a DUPONT COMPANY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

LYSINE DERIVATIVE; THROMBIN; THROMBIN INHIBITOR; TRYPSIN;

ARTICLE; BINDING AFFINITY; DRUG SYNTHESIS; ENZYME BINDING; ENZYME INHIBITION; IN VITRO STUDY; MASS SPECTROMETRY; METHODOLOGY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REACTION ANALYSIS; STRUCTURE ACTIVITY RELATION;

EID: 0030841903     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)01205-7     Document Type: Article

References (16)

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11. For a recent review see O. Mitsunobu in 'Comprehensive Organic Synthesis', ed. B.M. Trost and I. Fleming, Pergamon Press Oxford, 1991, vol. 6 p. 93 and references cited therein.
12. a) Sharpless, K.B.; Behrens, C.H.; Katsuki, T.; Lee, A.W.M.; Martin, V.S.; Takatani, M.; Viti, S.M.; Malker, F. J.; Woodard, S.S.; Pure Appl. Chem. 1983, 55, 589-604.
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14. 1H NMR and MS data were obtained for all new compounds described in this communication.
15. a) Unpublished results, this fragment is related to a series of conformationally restricted P3 residues found in reference 2. b) Fragment 7 was prepared in the following manner: (formula presented)
16. i) assays were performed as described in Kettner, C.; Mersinger, L.; Knabb, R. J. Biol. Chem. 1990, 65, 18289-18297. Reported values are averages from multiple experiments.