Convenient Synthesis of the Central 3,6-Di(2-thiazolyl)-2-(4-thiazolyl)pyridine Skeleton of a Macrocyclic Antibiotic, GE 2270 A

Bulletin of the Chemical Society of Japan

Volumn 71, Issue 8, 1998, Pages 1863-1870

  Okumura, Kazuo ^a   Saito, Hiroyuki ^a   Shin, Chung Gi ^a   Umemura, Kazuyuki ^b   Yoshimura, Juji ^b  

^a KANAGAWA UNIVERSITY   (Japan)

^b IWAKI MEISEI UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIBIOTIC AGENT; CYANIDE; GE 2270A; MICROCOCCIN P; PYRIDINE DERIVATIVE; THIOAMIDE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; DRUG STRUCTURE; DRUG SYNTHESIS;

EID: 0031871141     PISSN: 00092673     EISSN: None     Source Type: Journal    
DOI: 10.1246/bcsj.71.1863     Document Type: Article

References (16)

1. a) E. Selva, G. Beretta, N. Montanini, G. S. Saddler, L. Gastaldo, P. Ferrari, R. Lorenzetti, P. Landini, F. Ripamonti, B. P. Goldstein, M. Berti, L. Montanaro, and M. Denaro, J. Antibiot., 44, 693 (1991);
2. b) J. Kettenring, L. Colombo, P. Ferrari, P. Tavecchia, M. Nebuloni, K. Vekey, G. G. Gallo, and E. Selva, J. Antibiot., 44, 702 (1991).
3. a) P. Brooks, A. T. Fuller, and J. Walker, J. Chem. Soc., 1957, 689;
4. b) J. Walker, A. Olesker, L. Valente, R. Rabanal, and G. Lukacs, J. Chem. Soc., Chem. Commun., 1977, 706;
5. c) B. W. Bycroft and M. S. Gowland, J. Chem. Soc., Chem. Commun., 1978, 256.
6. T. R. Kelly, C. T. Jagoe, and Z. Gu, Tetrahedron Lett., 32, 4263 (1991).
7. M. A. Ciufolini and Y. C. Shen, J. Org. Chem., 62, 3804 (1997).
8. K. Okumura, M. Shigekuni, Y. Nakamura, and C. Shin, Chem. Lett., 1997, 1025.
9. J. P. Sanchez, T. F. Mich, and G. H. Huang, J. Heterocycl. Chem., 31, 297 (1994).
10. C. Shin, K. Okumura, M. Shigekuni, and Y. Nakamura, Chem. Lett., 1998, 193.
11. K. Umemura, H. Noda, J. Yoshimura, A. Konn, Y. Yonezawa, and C. Shin, Tetrahedron Lett., 38, 3539 (1997).
12. S. A. Rhone-Poulenc, U. S. Patent 3155581 (1995); Fr. Patent 1392453 (l961).
13. a) R. C. Kelly, I. Ebhard, and N. Wicnienski, J. Org. Chem., 51, 4590 (1986);
14. b) M. W. Bredenkamp, C. W. Holzaphel, and W. J. Vanzyl, Synth. Commun., 20, 2235 (1990).
15. Y. Hamada, M. Shibata, T. Sugiura, S. Kato, and T. Shioiri, J. Org. Chem., 52, 1252 (1987).
16. R. B. Woodward, K. Heusler, J. Gosteli, P. Naegeli, W. Oppolzer, R. Ramage, R. Ranganathan, and H. Vorbruggen, J. Am. Chem. Soc., 88, 825 (1966).