Synthesis of the liposidomycin diazepanone nucleoside

Organic Letters

Volumn 4, Issue 4, 2002, Pages 603-606

  Knapp, Spencer ^a   Morriello, Gregori J ^a   Doss, George A ^b  

^a RUTGERS UNIVERSITY   (United States)

^b MERCK RESEARCH LABORATORIES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

6' (5 CARBOXY 1,4 DIMETHYL 3 OXO 2H,3H 1,4 DIAZEPIN 2 YL)URACIL; 6'-(5-CARBOXY-1,4-DIMETHYL-3-OXO-2H,3H-1,4-DIAZEPIN-2-YL)URACIL; AZEPINE DERIVATIVE; DRUG DERIVATIVE; ENZYME INHIBITOR; PEPTIDYLTRANSFERASE; URACIL;

ARTICLE; CHEMICAL STRUCTURE; CYCLIZATION; DRUG ANTAGONISM; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SYNTHESIS;

AZEPINES; CYCLIZATION; ENZYME INHIBITORS; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, MOLECULAR; PEPTIDYL TRANSFERASES; URACIL;

EID: 0037149072     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0102904     Document Type: Article

References (20)

1. Isono, K.; Uramoto, M.; Kusakabe, H.; Kimura, K.; Izaki, K.; Nelson, C. C.; McCloskey, J. A. J. Antibiot. 1985, 38, 1617-1621.
2. Ubukata, M.; Isono, K.; Kimura, K.; Nelson, C. C.; McCloskey, J. A. J. Am. Chem. Soc. 1988, 110, 4416-4417.
3. Ubukata, M.; Kimura, K.; Isono, K.; Nelson, C. C.; Gregson, J. M.; McCloskey, J. A. J. Org. Chem. 1992, 57, 6392-6403.
4. Esumi, Y.; Suzuki, Y.; Kimura, K.; Yoshihama, M.; Ichikawa, T.; Uramoto, M. J. Antibiot. 1999, 52, 281-287.
5. Knapp, S. Chem. Rev. 1995, 95, 1859-1876.
6. Kimura, K.; Miyata, N.; Kawanishi, G.; Kamio, Y.; Izaki, K.; Isono, K. Agric. Biol. Chem. 1989, 53, 1811-1815.
7. Brandish, P. E.; Kimura, K.; Inukai, M.; Southgate, R.; Lonsdale, J. T.; Bugg, T. D. H. Antimicrob. Agents Chemother. 1996, 40, 1640-1644.
8. Van Heijenoort, J. In Bacterial Cell Wall; Ghuysen, J.-M., Hakenbeck, R., Eds.; Elsevier: Amsterdam, 1994; Vol. 27, pp 39-54.
9. Knapp, S.; Morriello, G. J.; Nandan, S. R.; Emge, T. J.; Doss, G_ A.; Mosley, R. T.; Chen, L. J. Org. Chem. 2001, 66, 5822-5831, and references therein.
10. Spada, M. R.; Ubukata, M.; Isono, K. Heterocydes 1992, 34, 1147-1167.
11. Ramasamy, K. S.; Bandaru, R.; Averett, D. Synth. Commun. 1999, 29, 2881-2894.
12. Katsuki, T.; Martin, V. S. Org. React. 1996, 48, 1-299.
13. Carlsen, P. H. J.; Katsuki, T.; Martin, V. S.; Sharpless, K. B. J. Org. Chem. 1981, 46, 3936-3938.
14. Belleau, B.; Malek, G. J. Am. Chem. Soc. 1968, 90, 1651-1652. Lotz, B. T.; Miller, M. J. J. Org. Chem. 1993, 58, 618-625.
15. Belleau, B.; Malek, G. J. Am. Chem. Soc. 1968, 90, 1651-1652. Lotz, B. T.; Miller, M. J. J. Org. Chem. 1993, 58, 618-625.
16. Abdel-Magid, A. F.; Maryanoff, C. A.; Carson, K. G. Tetrahedron Lett. 1990, 39, 5595-5598.
17. Vorbrüggen, H.; Ruh-Polenz, C. Org. React. 2000, 55, 1-630.
18. Knapp, S.; Gore, V. K. J. Org. Chem. 1996, 61, 6744-6747, and references therein.
19. Still, W.; Gennari, C. Tetrahedron Lett. 1983, 24, 4405-4408.
20. Knapp, S.; Nandan, S.; Resnick, L. Tetrahedron Lett. 1992, 33, 5485-5486.