Synthesis of N-protected γ-amino-β-keto-esters from urethane N-carboxyanhydrides (UNCAs)

Tetrahedron Letters

Volumn 37, Issue 47, 1996, Pages 8489-8492

  Paris, Marielle ^a   Fehrentz, Jean Alain ^a   Heitz, Annie ^b   Loffet, Albert ^c   Martinez, Jean ^a  

^a UNIV MONTPELLIER   (France)

^b CNRS   (France)

^c Isochem   (France)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACID DERIVATIVE; STATINE DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0030592730     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01973-9     Document Type: Article

References (16)

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2. 1. Fuller, W.D., Cohen, M.P., Shabankareh, M. and Blair, R.K.; J. Am. Chem. Soc., 1990, 112, 7414-7419; Xue, C. and Naider, F.; J. Org. Chem., 1993, 58, 350-355.
3. 2. Rodriguez, M., Califano, J.C., Loffet, A. and Martinez, J.; Peptides 1992, EPS 1992, Schneider, R. and Eberle, A. (Eds) ESCOM, Leiden, 1993, pp 233-234.
4. 3. Fehrentz, J.A., Califano, J.C., Amblard, M., Loffet, A. and Martinez, J.; Tetrahedron Lett., 1994, 35, 569-571.
5. 4. Fehrentz, J.A.; Bourdel, E.; Califano, J.C.; Chaloin, O.; Devin, C.; Garrouste, P.; Lima-Leite, A.C.; LLinares, M.; Rieunier, F.; Vizavonna, J.; Winternitz, F.; Loffet, A. and Martinez, J.; Tetrahedron Lett., 1994, 35, 1557-1560.
6. 5. Fehrentz, J.A., Pothion, C., Califano, J.C., Loffet, A. and Martinez, J.; Tetrahedron Lett., 1994, 35, 9031-9034
7. 6. Fehrentz, J.A., Genu-Dellac, C., Amblard, M., Winternitz, F., Loffet, A. and Martinez, J.; J. Peptide Sci., 1995, 1, 124-131
8. 7. Chevallet, P., Fehrentz, J.A., Kiec-Kononowicz, K, Devin, C., Castel, J., Loffet, A. and Martinez, J. Lett. Peptide Sci., 1995, 2, 297-300
9. 8. Pothion, C.; Fehrentz, J. A.; Aumelas, A.; Loffet, A. and Martinez, J. Tetrahedron Lett., 1996, 37, 1037-1030.
10. 9. Isochem, 91710 Vert le Petit, France.
11. 10. Rich, D. H.; Sun, E. and Ulm, E. J. Med. Chem., 1980, 23, 27-33.
12. 11. Harris, B. D. and Joullié, M. M. Tetrahedron, 1988, 44, 3489-3500.
13. 12. Reetz, M. T.; Drewes, M. W.; Matthews, B. R. and Lennik, K. J. J. Chem. Soc. Chem. Communic., 1989, 1474-1475. Reetz, M. T. Angew. Chem. Int. Ed. 1984, 96, 542.
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16. 2-CO; 3.87 m, 1H, Hα Ala; 4.10 q, 2H, CH2; 4.42 m, 1H, Hα Phe; 6.90 d, 1H, NH Ala; 7.2-7.3 m, 5H, arom. Phe; 8.25 d, 1H, NH Phe.