Expedient syntheses of sulfonylhydantoins and two six-membered analogues

Synlett

Volumn , Issue 5, 2005, Pages 834-838

  Campbell, Andrew D ^a   Birch, Alan M ^a  

^a ASTRAZENECA   (United Kingdom)

Author keywords

Amino acids; Heterocycles; Medicinal chemistry; Phosphates; Sulfonamides

Indexed keywords

1,2 THIAZINAN 3 ONE 1,1 DIOXIDE; 1,2,6 THIADIAZINAN 3 ONE 1,1 DIOXIDE; ESTER; HYDANTOIN DERIVATIVE; SULFANILAMIDE; SULFOHYDANTOIN DERIVATIVE; SULFONE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CYCLIZATION; DRUG STRUCTURE; DRUG SYNTHESIS; STRUCTURE ACTIVITY RELATION;

EID: 15944375499     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2005-863735     Document Type: Article

References (21)

1. Vorreither, H. K.; Ziegler, E. Monatsh. Chem. 1965, 96, 216.
2. (a) Kuang, R.; Epp, J. S.; Ruan, S.; Chong, L. S.; Venkataraman, R.; Tu, J.; He, S.; Truong, T. M.; Groutas, W. C. Bioorg. Med. Chem. 2000, 8, 1005.
3. (b) Kuang, R.; Epp, J. S.; Ruan, S.; Yu, H.; Huang, P.; He, S.; Tu, J.; Schechter, N. M.; Turbov, J.; Froelich, C. J.; Groutas, W. C. J. Am. Chem. Soc. 1999, 121, 8128.
4. (a) Albericio, F.; Garcia, J.; Michelotti, E. L.; Nicolás, E.; Tice, C. M. Tetrahedron Lett. 2000, 41, 3161.
5. (b) Albericio, F.; Bryman, L. M.; Garcia, J.; Michelotti, E. L.; Nicolás, E.; Tice, C. M. J. Comb. Chem. 2001, 3, 290.
6. Mantegani, S.; Brambilla, E.; Caccia, C.; Chiodini, L.; Ruggieri, D.; Lamberti, E.; Di Salle, E.; Salvati, P. Farmaco 1998, 53, 293.
7. Muller, G. W.; DuBois, G. E. J. Org. Chem. 1989, 54, 4471.
8. (a) Crenshaw, R. R.; Algieri, A. A. U.S. Patent 4,394,508, 1981.
9. (b) Duery, L.; Reinelt, S.; Seiler, P.; Diederich, F. Helv. Chim. Acta 1999, 82, 2432.
10. (c) Dewynter, G.; Aouf, N.; Regainia, Z.; Montero, J.-L. Tetrahedron 1996, 52, 993.
11. (a) Coppola, G. M.; Davies, J. W.; Jewell, C. F. Jr.; Li, C.-Y.; Wareing, J. R.; Sperbeck, D. M.; Stams, T. M.; Topiol, S. W.; Vlattas, I. WO 2003/082841, 2003; Chem. Abstr. 2003, 139: 307766.
12. (b) Saunders, J. O.; Miknis, G. F.; Blake, J. F. WO 2004/062664, 2004; Chem. Abstr. 2004, 141, 157120.
13. Lee, C.-H.; Korp, J. D.; Kohn, H. J. J. Org. Chem. 1989, 54, 3077.
14. Graf, R. Chem. Ber. 1959, 92, 509.
15. Lee, H.-C.; Kohn, H. J. J. Org. Chem. 1990, 55, 6098.
16. 4S: 256.0518; found: 256.0521.
17. Tan, C. Y. K.; Weaver, D. F. Tetrahedron 2002, 58, 7449; and references cited therein.
18. Morris, J.; Wishka, D. G. J. Org. Chem. 1991, 56, 3549.
19. Dolongo, S.; Bodina, R. I.; Lipina, S.; Berkova, G. A.; Perekalin, V. V. J. Org. Chem. USSR 1991, 27, 1951.
20. Hawkins, J. M.; Lewis, T. A.; Raw, A. S. Tetrahedron Lett. 1990, 31, 981.
21. Chatterjee, A. K.; Choi, T.-L.; Grubbs, R. H. Synlett 2001, 1034.