An efficient enzyme-catalyzed kinetic resolution: Large-scale preparation of an enantiomerically pure indole-ethyl ester derivative, a key component for the synthesis of a prostaglandin D2 receptor antagonist, an anti-allergic rhinitis drug candidate

Tetrahedron Asymmetry

Volumn 16, Issue 18, 2005, Pages 3094-3098

  Shafiee, Ali ^a   Upadhyay, Veena ^a   Corley, Edward G ^a   Biba, Mirlinda ^a   Zhao, Dalian ^a   Marcoux, Jean Francois ^a   Campos, Kevin R ^a   Journet, Michel ^a   King, Anthony O ^a,b   Larsen, Rob D ^a,b   Grabowski, Edward J J ^a   Volante, Ralph P ^a   Tillyer, Richard D ^a  

^a MERCK RESEARCH LABORATORIES   (United States)

^b AMGEN INC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIALLERGIC AGENT; INDOLE DERIVATIVE; PROSTAGLANDIN RECEPTOR BLOCKING AGENT; TRIACYLGLYCEROL LIPASE;

ALLERGIC RHINITIS; ARTICLE; CHEMICAL REACTION; CHEMICAL REACTION KINETICS; DRUG SYNTHESIS; ENANTIOMER; ENANTIOSELECTIVITY; ENZYME KINETICS; ENZYME MECHANISM; HYDROLYSIS; INDUSTRIAL PRODUCTION; LARGE SCALE PRODUCTION; NONHUMAN; PRIORITY JOURNAL; PSEUDOMONAS FLUORESCENS; RACEMIZATION;

EID: 24944574402     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetasy.2005.08.021     Document Type: Article

References (11)

1. R.A. Lewis, N.A. Soter, P.T. Diamond, K.F. Austen, J.A. Oates, and L.J. Roberts J. Immunol. 129 1982 1627 1631
2. Jones, T. WO 01/78697, 2001.
3. K.R. Campos, M. Journet, S. Lee, E.J.J. Grabowski, and R.D. Tillyer J. Org. Chem. 70 2005 268 274
4. Guidon, Y.; Yoakim, C.; Gillard, Y.; Girard, Y. EP-0300676, 1989.
5. Hillier, M. C.; Marcoux, J-F.; Zhao, D.; Grabowski, E. J. J.; McKeown, A. E.; Tillyer, R. D. J. Org. Chem., in press.
6. Grabowsky, E. J. J.; Shafiee, A.; Marcoux, J-F.; Jounet, M. Merck Research Laboratories, unpublished information.
7. R.P. Hof, and R.M. Kellog Tetrahedron: Asymmetry 5 1994 565 568
8. K. Burgess, and L.D. Jennings J. Am. Chem. Soc. 113 1991 6129 6139
9. K. Burgess, and L.D. Jennings J. Org. Chem. 55 1990 1138 1139
10. K. Kato, Y. Gong, T. Saito, and Y. Yokogawa J. Mol. Catal. B: Enzymatic 30 2004 61 68
11. C.S. Chen, W. Shih-Hsiung, G. Girdaukas, and C.J. Sih J. Am. Chem. Soc. 102 1987 2812 2817