Facile synthesis of (s)-5,5-difluoronorleucine and its incorporation in biologically active peptides as an methionine mimetic

Heterocycles

Volumn 67, Issue 1, 2006, Pages 421-431

  Osada, Satoshi ^a   Ishimaru, Takako ^a   Kawasaki, Hiroshi ^a   Kodama, Hiroaki ^a  

^a SAGA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33747113060     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/COM-05-S(T)44     Document Type: Article

References (24)

1. Hoshi T., and Heinemann S.H. J. Physiol. 531.1 (2001) 1
2. Ciorba M.A., Heinemann S.H., Weissbach H., Brot N., and Hoshi T. FEBS Lett. 442 (1999) 48
3. Tozer M.J., and Herpin T.F. Tetrahedron 52 (1996) 8619
4. Blackburn G.M., Brown D., Martin S.J., and Parratt M.J. J. Chem. Soc., Perkin Trans. 1 (1986) 181
5. Blackburn G.M., and Kent D.E. J. Chem. Soc., Perkin Trans. 1 (1987) 913
6. Otaka A., Miyoshi K., Burke Jr. T.R., Roller P.P., Kubota H., Tamamura H., and Fujii N. Tetrahedron Lett. 36 (1995) 927
7. Berkowitz D.B., Eggen M., Shen Q., and Shoemaker R.K. J. Org. Chem. 61 (1996) 4666
8. Cox R.J., hadfield A.T., and Mayo-Martin M.B. Chem. Commun. (2001) 1710
9. Hudlicky M. Collect. Czech. Chem. Commun. 32 (1967) 453
10. Larsson U., Carlson R., and Leroy J. Acta Chem. Scand. 47 (1993) 380
11. For a review. Liang X., Andersch J., and Bols M. J. Chem. Soc., Perkin Trans. 1 (2001) 2136
12. Garner P. Tetrahedron Lett. 25 (1984) 5855
13. McKillop A., Tayler R.J.K., Watson R.J., and Lewis N. Synthesis (1994) 31
14. Dondoni A., and Perrone D. Synthesis (1997) 527
15. Chida N.N., Tobe T., Okada S., and Ogawa S. Chem. Commun. (1992) 1064
16. Shimamoto K., Ishida M., Shinozaki H., and Ofune Y. J. Org. Chem. 56 (1991) 4167
17. Rubottom G.M., and Kim C. J. Org. Chem. 48 (1983) 1550
18. Middleton W.J. J. Org. Chem. 40 (1975) 574
19. de Nooy A.E.J., Besemer A.C., and van Bekkum H. Synthesis (1996) 1153
20. Anelli P.L., Bifffi C.B., Montanari F., and Quichi S. J. Org. Chem. 52 (1987) 2559
21. Miyazaki M., Kodama H., Fujita I., Hamasaki Y., Miyazaki S., and Kondo M. J. Biochem. 117 (1995) 489
22. Harvath L., and Aksamit R.R. J. Immunol. 133 (1984) 1471
23. Tsan M.F., and Chen J.W. J. Immunol. 126 (1981) 1387
24. Isozaki K., Fukahori H., Honda T., Shirasu N., Okada K., Nose T., Sakaguchi K., and Shimohigashi Y. Lett. Peptide Sci. 10 (2003) 511