α-1-tributyltin-o-2,3-bisacety1-4,6-ethylidene-glucose as a convenient glycosidation reagent: An efficient synthesis of etoposide

Tetrahedron

Volumn 52, Issue 8, 1996, Pages 3049-3056

  Vogel, Kalman ^a   Sterling, Jeffrey ^a   Herzig, Yaakov ^a   Nudelman, Abraham ^b  

^a TEVA PHARMACEUTICALS   (Israel)

^b BAR ILAN UNIVERSITY   (Israel)

Author keywords

[No Author keywords available]

Indexed keywords

ETOPOSIDE;

ARTICLE; DRUG SYNTHESIS; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; PRIORITY JOURNAL; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0030026264     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4020(95)01122-6     Document Type: Article

References (17)

1. a) Kuhn, M.; Keller-Juslen, G.; Von Wartburg, A. Helv. Chim. Acta 1969, 52, 944.;
2. b) Saito, H.; Nishimura, Y.; Kondo, S.; Umezawa, H. Chem. Lett., 1987, 799.
3. c) Allevi, P.; Anastasia, M.; Ciuffreda, P.; Sanvito, A. M.; Macdonald, P. Tetrahedron Lett., 1992, 33, 4831.
4. Nippon Kayaku Kobashiki Kaishu. European Patent application 0111058 (1983).
5. Allevi, P.; Anastasia, M.; Ciuffreda, P.; Bigatti, E.; Macdonald, P. J. Org. Chem., 1993, 58, 4175.
6. Davies, A. G.; Kleinschmidt, D. C.; Palan P. R.; Vasishtha, S. C. J. Chem. Soc. (C) 1971, 3972.
7. Herzig, J.; Nudelman, A.; Gottlieb. H.; Keinan E.; Sterling J. Carbohyd. Res., 1987, 162, 145.
8. Blunden S. J.; Smith P. J.; Beynon P. J.; Gillies D. G. Carbohyd. Res., 1981, 88, 9.
9. David S.; Hanessian, S. Tetrahedron, 1985, 41, 643.
10. Davies, A. G.; Kleinschmidt, D. C.;. Palan P. R; Vasishtha, S. C. J. Chem. Soc. (C) 1971, 3972.
11. a) Cruzado, C.; Bernabe, M.; Martin-Lumas, M. J. Org. Chem., 1989, 50, 465;
12. b) Cruzado, M. C.; Martin-Lumas, M. Carbohyd. Res., 1988, 775, 193;
13. c) Alais, J.; Veyrieres, A. J. Chem. Soc. Perkin I, 1981, 377;
14. d) Ogawa, T; Matsui, M. Carbohyd. Res., 1977, 56, C1;
15. e) Ogawa, T; Matsui, M. Tetrahedron, 1981, 37, 2363; Tsuda, Y.; Haque, M. E.; Yoshimoto, K. Chem Pharm. Bull, 1983, 31, 1612.
16. e) Ogawa, T; Matsui, M. Tetrahedron, 1981, 37, 2363; Tsuda, Y.; Haque, M. E.; Yoshimoto, K. Chem Pharm. Bull, 1983, 31, 1612.
17. Hall, D. M.; Stamm, O. A. Carbohyd. Res., 1970, 12, 421.