Process Development on the Enantioselective Enzymatic Hydrolysis of S-Ethyl 2-Ethoxy-3-(4-hydroxyphenyl)propanoate
A novel biocatalytic approach for the large-scale production of S-2-ethoxy-3-(4-hydroxyphenyl)propanoic acid S -1 from its racemic ethylester rac -2 by enantioselective hydrolysis has been developed. S -1 is an important building block in the synthesis of PPARα and -γ agonists such as Ragaglitazar [...
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| Veröffentlicht in: | Organic process research & development 2003-01, Vol.7 (1), p.82-88 |
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| container_title | Organic process research & development |
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| creator | Deussen, Heinz-Josef Zundel, Magali Valdois, Marine Lehmann, Søren Vig Weil, Volker Hjort, Carsten Mailand Østergaard, Peter Rahbek Marcussen, Erik Ebdrup, Søren |
| description | A novel biocatalytic approach for the large-scale production of S-2-ethoxy-3-(4-hydroxyphenyl)propanoic acid S -1 from its racemic ethylester rac -2 by enantioselective hydrolysis has been developed. S -1 is an important building block in the synthesis of PPARα and -γ agonists such as Ragaglitazar [NNC 61-0029 ((−)DRF2725)]. The development history comprises enzyme screening, biocatalyst and process optimization, and scale-up to pilot plant. The project was thereby highly interdisciplinary by combining biotechnology and chemistry technologies. The final process was successfully run on a 44-kg pilot scale in 43−48% yields and with high enantiomeric purities (98.4−99.6% ee). |
| doi_str_mv | 10.1021/op0256035 |
| format | Article |
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Process Res. Dev</addtitle><date>2003-01-01</date><risdate>2003</risdate><volume>7</volume><issue>1</issue><spage>82</spage><epage>88</epage><pages>82-88</pages><issn>1083-6160</issn><eissn>1520-586X</eissn><abstract>A novel biocatalytic approach for the large-scale production of S-2-ethoxy-3-(4-hydroxyphenyl)propanoic acid S -1 from its racemic ethylester rac -2 by enantioselective hydrolysis has been developed. S -1 is an important building block in the synthesis of PPARα and -γ agonists such as Ragaglitazar [NNC 61-0029 ((−)DRF2725)]. The development history comprises enzyme screening, biocatalyst and process optimization, and scale-up to pilot plant. The project was thereby highly interdisciplinary by combining biotechnology and chemistry technologies. 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| ispartof | Organic process research & development, 2003-01, Vol.7 (1), p.82-88 |
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| source | American Chemical Society Journals |
| title | Process Development on the Enantioselective Enzymatic Hydrolysis of S-Ethyl 2-Ethoxy-3-(4-hydroxyphenyl)propanoate |
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