Malic acid: A convenient precursor for the synthesis of peptide secondary structure mimetics

Tetrahedron Letters

Volumn 38, Issue 28, 1997, Pages 4935-4938

  Kim, Hwa Ok ^a   Lum, Chris ^a   Lee, Min S ^a  

^a Molecumetics Ltd   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BETA LACTAM DERIVATIVE; MALIC ACID; PROLINE DERIVATIVE;

ARTICLE; PROTEIN SECONDARY STRUCTURE; REACTION ANALYSIS; SYNTHESIS;

EID: 0030814421     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)01083-6     Document Type: Article

References (14)

1. a) Gardner, B.; Nakanishi, H.; Kahn, M. Tetrahedron 1993, 49, 3433.
2. (b) Kahn, M. Synlett. 1993, 821.
3. (c) Chen, S.; Chrusciel, R. A.; Nakanishi, H.; Raktabutr, A.; Johnson, M. E.; Sato, A.; Weiner, D.; Hoxie, J.; Saragovi, H. U.; Greene, M. I.; Kahn, M. Proc. Natl Acad. Sci. USA, 1992, 89, 5872.
4. Lombart, H.-G.; Lubell, W. J. Org. Chem. 1994, 59, 6147 and references cited therein.
5. Collum, D. B.; McDonald, J. H. III; Still, W. C. J. Am. Chem. Soc. 1980, 102, 2118.
6. 3) δ 28.7, 37.0, 52.8, 68.3.
7. Hoffman, R. V.; Kim, H. -O. Tetrahedron Lett. 1990, 31, 2953.
8. We acknowledge Dr. M. Qabar in this laboratory for the preliminary study. Qabar, M; Kahn, M unpublished results.
9. 3), 3.73 (m, 1H), 4.14 (dd, 1H, J = 4, 8Hz, OCHCOOH), 4.27 (d, 1H, J = 2Hz). MS CI (isobutane) m/z 275.9.
10. De Nardo, M. Farmaco, Ed. Sci. 1977, 32, 522; Chem. Abstr. 1977, 87, 118063.
11. De Nardo, M. Farmaco, Ed. Sci. 1977, 32, 522; Chem. Abstr. 1977, 87, 118063.
12. +) m/z 231.
13. Kim, H. O, Gardner, B.; Kahn, M. Tetrahedron Lett. 1995, 34, 6013.
14. +).