An efficient and high yield method for the N-tert-butoxycarbonyl protection of sterically hindered amino acids

Tetrahedron Letters

Volumn 37, Issue 20, 1996, Pages 3441-3444

  Khalil, Ehab M ^a   Subasinghe, Nalin L ^a   Johnson, Rodney L ^a  

^a UNIVERSITY OF MINNESOTA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACID SYNTHESIS; ARTICLE; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0029945520     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00589-8     Document Type: Article

References (14)

1. Toniolo, C.; Benedetti, E. Macromolecules, 1991, 24, 4004-4009.
2. Crisma, M.; Bonora, G. M.; Toniolo, C.; Barone, V.; Benedetti, E.; Di Blasio, B.; Pavone, V.; Pedone, C.; Santini, A.; Fraternali, F.; Bavoso, A.; Lelj, F. Int. J. Biol. Macromol. 1989, 11, 345-352.
3. Crisma, M.; Valle, G.; Bonora, G. M.; Toniolo, C.; Lelj, F.; Barone, V.; Fraternali, F.; Hardy, P. M.; Mala, H. L. S. Biopolymers 1991, 31, 637-641.
4. Di Blasio, B.; Pavone, V.; Lombardi, A.; Pedone, C.; Benedetti, E. Biopolymers 1993, 33, 1037-1049.
5. Burgess, A.W. Proc. Natl. Acad. Sci. 1994, 91, 2649-2653.
6. Spencer, J. R.; Antonenko, V. V.; Delaet, N. G. J.; Goodman, M. Int. J. Peptide Protein Res. 1992, 40, 282-293.
7. Turk, J.; Panse, G. T.; Marshall, G. R. J. Org. Chem. 1975, 40, 953-955.
8. Burgess, K.; Lim, D.; Ho, K.; Ke, C. J. Org. Chem. 1994, 59, 2179-2185.
9. Genin, M. J.; Johnson, R. L. J. Am. Chem. Soc. 1992, 114, 8778-8783.
10. Seebach, D.; Boes, M.; Naef, R.; Schweizer, B. J. Am. Chem. Soc. 1983, 105, 5390-5398.
11. 13C NMR and elemental analysis.
12. 6): C, 54.35; H, 7.37; N, 4.88. Found: C, 54.17; H, 7.25; N, 4.60.
13. Valle, G.; Crisma, M.; Toniolo, C.; Holt, E. M.; Tamura, M.; Bland, J.; Stammer, C. H. Int. J. Peptide Protein Res. 1989, 34, 56-65.
14. Chaturvedi, N. C.; Park, W. K.; Smeby, R. R.; Bumpus, F. M. J. Med. Chem. 1970, 13, 177-181.