Process Development on the Enantioselective Enzymatic Hydrolysis of S-Ethyl 2-Ethoxy-3-(4-hydroxyphenyl)propanoate
Тип публикации: Journal Article
Дата публикации: 2002-12-13
SCImago Q1
WOS Q1
БС1
SJR: 0.876
CiteScore: 5.8
Impact factor: 3.3
ISSN: 10836160, 1520586X
Organic Chemistry
Physical and Theoretical Chemistry
Краткое описание
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).
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ГОСТ
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Deussen H. et al. Process Development on the Enantioselective Enzymatic Hydrolysis of S-Ethyl 2-Ethoxy-3-(4-hydroxyphenyl)propanoate // Organic Process Research and Development. 2002. Vol. 7. No. 1. pp. 82-88.
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Deussen H., Zundel M., Valdois M., Lehmann S. V., Weil V., Hjort C. M., Østergaard P. R., Marcussen E., Ebdrup S. Process Development on the Enantioselective Enzymatic Hydrolysis of S-Ethyl 2-Ethoxy-3-(4-hydroxyphenyl)propanoate // Organic Process Research and Development. 2002. Vol. 7. No. 1. pp. 82-88.
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TY - JOUR
DO - 10.1021/op0256035
UR - https://doi.org/10.1021/op0256035
TI - Process Development on the Enantioselective Enzymatic Hydrolysis of S-Ethyl 2-Ethoxy-3-(4-hydroxyphenyl)propanoate
T2 - Organic Process Research and Development
AU - Deussen, Heinz-Josef
AU - Zundel, Magali
AU - Valdois, Marine
AU - Lehmann, Søren Vig
AU - Weil, Volker
AU - Hjort, Carsten Mailand
AU - Østergaard, Peter Rahbek
AU - Marcussen, Erik
AU - Ebdrup, Søren
PY - 2002
DA - 2002/12/13
PB - American Chemical Society (ACS)
SP - 82-88
IS - 1
VL - 7
SN - 1083-6160
SN - 1520-586X
ER -
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BibTex (до 50 авторов)
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@article{2002_Deussen,
author = {Heinz-Josef Deussen and Magali Zundel and Marine Valdois and Søren Vig Lehmann and Volker Weil and Carsten Mailand Hjort and Peter Rahbek Østergaard and Erik Marcussen and Søren Ebdrup},
title = {Process Development on the Enantioselective Enzymatic Hydrolysis of S-Ethyl 2-Ethoxy-3-(4-hydroxyphenyl)propanoate},
journal = {Organic Process Research and Development},
year = {2002},
volume = {7},
publisher = {American Chemical Society (ACS)},
month = {dec},
url = {https://doi.org/10.1021/op0256035},
number = {1},
pages = {82--88},
doi = {10.1021/op0256035}
}
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MLA
Скопировать
Deussen, Heinz-Josef, et al. “Process Development on the Enantioselective Enzymatic Hydrolysis of S-Ethyl 2-Ethoxy-3-(4-hydroxyphenyl)propanoate.” Organic Process Research and Development, vol. 7, no. 1, Dec. 2002, pp. 82-88. https://doi.org/10.1021/op0256035.
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