A convergent synthesis of mycophenolic acid

Tetrahedron

Volumn 53, Issue 9, 1997, Pages 3395-3400

  Plé, Patrick A ^a   Hamon, Annie ^a   Jones, Geraint ^b  

^a Centre de Recherches   (France)

^b ASTRAZENECA   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

MYCOPHENOLIC ACID;

ARTICLE; CATALYSIS; DRUG PURIFICATION; DRUG SYNTHESIS; IN VITRO STUDY; PRIORITY JOURNAL; REACTION ANALYSIS;

EID: 0031550833     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(97)00061-6     Document Type: Article

References (14)

1. 1. Biological activity of MPA and closely related analogs see for example: a) Tressler, R. J.; Garvin, L. J.; Slate, D. L. Int. J. Cancer 1994, 57, 568-573,
2. b) Franklin, T. J.; Morris, W. P. Adv. Enzyme Regul. 1994, 34, 107-117,
3. c) Hedstrom, L.; Wang, C. C. Biochemistry 1990, 29, 849-854,
4. d) Sweeney, M. J.; Gerzon, K.; Harris, P. N.; Holmes, R. E.; Poore, G. A.; Williams, R. H. Cancer Res. 1972, 32, 1795-1802,
5. e) Sweeney, M. J.; Hoffman, D. H.; Esterman, M. A. Cancer Res. 1972, 32, 1803-1809,
6. f) Franklin, T. J., Cook, J. M. Biochem. J., 1969, 113, 515-24.
7. 2. See for example: a) Patterson, J. W. J. Org. Chem. 1995, 60, 4542-4548,
8. b). Patterson, J. W. Tetrahedron 1993, 49, 4789-4798,
9. c) Danheiser, R. L.; Gee, S. K.; Perez, J. J. J. Am. Chem. Soc. 1986, 108, 806-810,
10. d) Canonica, L., Rindone, B., Santaniello, E., Scolastico, C. Tetrahedron 1972, 28, 4395-4404
11. 3. Trost, B. M.; Herndon, J. W.; J. Am. Chem. Soc. 1984, 106, 6835-6837.
12. 3 (10 eq.) and the reaction mixture stirred 1 hr at room temperature (longer reaction times cause the formation of the diphenol), 81% yield. The dimethoxyphtalide precursor was made as described in the following two references: Logan, W. R.; Newbold, G. T. J. Chem. Soc. 1957, 1946-1951, Trost, B. M.; Rivers, G. T.; Gold, J. M. J. Org. Chem. 1980, 45, 1835-1838.
13. 3 (10 eq.) and the reaction mixture stirred 1 hr at room temperature (longer reaction times cause the formation of the diphenol), 81% yield. The dimethoxyphtalide precursor was made as described in the following two references: Logan, W. R.; Newbold, G. T. J. Chem. Soc. 1957, 1946-1951, Trost, B. M.; Rivers, G. T.; Gold, J. M. J. Org. Chem. 1980, 45, 1835-1838.
14. 5. Kajigaeshi, S.; Kakinami, T.; Yamasaki, H.; Fujisaki, S.; Kondo, M.; Okamoto, T.; Chem. Lett. 1987, 2109-2112.