Optimization of a crude deoxyribose-5-phosphate aldolase lyzate-catalyzed process in synthesis of statin intermediates

Organic Process Research and Development

Volumn 17, Issue 5, 2013, Pages 854-862

  Ručigaj, Aleš ^a   Krajnc, Matjaž ^a  

^a UNIVERSITY OF LJUBLJANA   (Slovenia)

Author keywords

[No Author keywords available]

Indexed keywords

ALDOL REACTIONS; BUILDING BLOCKES; CONCENTRATION OF PRODUCTS; FED-BATCH PROCESS; IMPROVED PROCESS; INDUSTRIAL SCALE; INTERMEDIATE COMPOUND; REACTION MIXTURE;

BATCH DATA PROCESSING; CONDENSATION REACTIONS; VOLATILE FATTY ACIDS;

CATALYSIS;

EID: 84878102121     PISSN: 10836160     EISSN: 1520586X     Source Type: Journal    
DOI: 10.1021/op400040b     Document Type: Article

References (32)

1. Endo, A.; Kuroda, M.; Tsujita, Y. J. Antibiot. 1976, 29, 1346-1348
2. Endo, A. Proc. Jpn. Acad., Ser. B: Phys. Biol. Sci. 2010, 86, 484-493
3. Ludman, A.; Venugopal, V.; Yellon, D. M.; Hausenloy, D. J. Pharmacol. Ther. 2009, 122, 30-43
4. Časar, Z. Curr. Org. Chem. 2010, 14, 816-845
5. Müller, M. Angew. Chem., Int. Ed. 2005, 44, 362-365
6. Yazbeck, D. R.; Martinez, C. A.; Hu, S. H.; Tao, J. H. Tetrahedron: Asymmetry 2004, 15, 2757-2763
7. DeSantis, G.; Liu, J. J.; Clark, D. P.; Heine, A.; Wilson, I. A.; Wong, C. H. Bioorg. Med. Chem. 2003, 11, 43-52
8. Panke, S.; Wubbolts, M. Curr. Opin. Chem. Biol. 2005, 9, 188-194
9. Bertau, M. Curr. Org. Chem. 2002, 6, 987-1014
10. Ikunaka, M. Org. Process Res. Dev. 2007, 11, 495-502
11. Dean, S. M.; Greenberg, W. A.; Wong, C. H. Adv. Synth. Catal. 2007, 349, 1308-1320
12. Clapés, P.; Fessner, W. D.; Sprenger, G. A.; Samland, A. K. Curr. Opin. Chem. Biol. 2010, 14, 154-167
13. Mestres, R. Green Chem. 2004, 6, 583-603
14. Samland, A. K.; Sprenger, G. A. Appl. Microbiol. Biotechnol. 2006, 71, 253-264
15. Chen, L. R.; Dumas, D. P.; Wong, C. H. J. Am. Chem. Soc. 1992, 114, 741-748
16. Gijsen, H. J. M.; Wong, C.-H. J. Am. Chem. Soc. 1995, 117, 7585-7591
17. Gijsen, H. J. M.; Wong, C.-H. J. Am. Chem. Soc. 1994, 116, 8422-8423
18. Pollard, D. J.; Woodley, J. M. Trends Biotechnol. 2007, 25, 66-73
19. Wohlgemuth, R. New Biotechnol. 2009, 25, 204-213
20. de Carvalho, C. Biotechnol. Adv. 2011, 29, 75-83
21. Wandrey, C.; Liese, A.; Kihumbu, D. Org. Process Res. Dev. 2000, 4, 286-290
22. Časar, Z. Synlett 2008, 2036-2040
23. Časar, Z.; Košmrlj, J. Synlett 2009, 1144-1148
24. Časar, Z.; Tramšek, M.; Goršek, A. Acta Chim. Slov. 2010, 57, 66-76
25. Troiani, V.; Cluzeau, J.; Časar, Z. Org. Process Res. Dev. 2011, 15, 622-630
26. Časar, Z.; Steinbücher, M.; Košmrlj, J. J. Org. Chem. 2010, 75, 6681-6684
27. Fabris, J.; Časar, Z.; Smilović, I. G. Synthesis 2012, 44, 1700-1710
28. Greenberg, W. A.; Varvak, A.; Hanson, S. R.; Wong, K.; Huang, H. J.; Chen, P.; Burk, M. J. Proc. Natl. Acad. Sci. U. S. A. 2004, 101, 5788-5793
29. Udovič, M.; Tramček, M.; Plantan, I.; Cluzeau, J. PCT Int. Appl. 2011, WO 2011064249 A1
30. Cluzeau, J.; Časar, Z.; Mrak, P.; Ošlaj, M.; Kopitar, G. PCT Int. Appl. 2009, WO 2009092702 A2.
31. Lee, T. J. Tetrahedron Lett. 1985, 26, 4995-4996
32. Abate, A.; Brenna, E.; Costantini, A.; Fuganti, C.; Gatti, F. G.; Malpezzi, L.; Serra, S. J. Org. Chem. 2006, 71, 5228-5240