A short and efficient stereoselective synthesis of the potent 5- lipoxygenase inhibitor CMI-977

Synthetic Communications

Volumn 30, Issue 11, 2000, Pages 1955-1961

  Dixon, Darren J ^a   Ley, Steven V ^a   Reynolds, Dominic J ^a   Chorghade, Mukund S ^b  

^a UNIVERSITY OF CAMBRIDGE   (United Kingdom)

^b MILLENNIUM PHARMACEUTICALS INC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ARACHIDONATE 5 LIPOXYGENASE INHIBITOR; CMI 977; LIPOXYGENASE INHIBITOR; UNCLASSIFIED DRUG;

ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0034098814     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397910008087245     Document Type: Article

References (11)

1. For excellent reviews see: i) Levy, D.; Tang, C. The Chemistry of C-Glycosides, Pergamon, 1995;
2. Postema, M. H. D. Tetrahedron, 1992, 48, 8545, and references cited therein.
3. Buffet, M.F., Dixon, D.J., Edwards, G.L., Ley, S.V. and Tate, E.W., Synlett, 1997, 1055.
4. a) Dixon, D.J., Ley, S.V. and Tate, E.W., Synlett, 1998, 1093;
5. b) Dixon, D.J., Ley, S.V. and Tate, E.W., J. Chem. Soc. Perkin Trans. 1, 1998, 3125.
6. Buffet, M.F., Dixon, D.J., Ley, S.V. and Tate, E.W., Synlett, 1998, 1091.
7. Cai, X., Chorghade, M.S., Fura, A., Grewal, O.S., Jauregui, K.A., Lounsbury, H.A., Scannell, R.T., Yen, C.G., Young, M.A., Yu, S., Guo, L., Moriarty, R.M., Penmasta, R., Rao, M.S., Singhai, R.K., Song, Z., Staszewski, J.P., Tuladhar, S.M. and Yang, S., Organic Process Research and Development, 1999, 3, 73.
8. Mitsunobu, O., Synthesis, 1981, 1.
9. We are very grateful to Neil Feeder of Department of Chemistry, Cambridge, UK for determination of the single crystal X-ray structure.
10. Stewart, A.O., Brooks, D.W., J. Org. Chem., 1992, 57, 5020.
11. Kindly donated by LeukoSite Inc., 215 First Street, Cambridge, Massachusetts 02142, USA.