Details
| Originalsprache | Englisch |
|---|---|
| Seiten (von - bis) | 369-372 |
| Seitenumfang | 4 |
| Fachzeitschrift | Organic Process Research and Development |
| Jahrgang | 19 |
| Ausgabenummer | 2 |
| Frühes Online-Datum | 5 Feb. 2015 |
| Publikationsstatus | Veröffentlicht - 20 Feb. 2015 |
| Extern publiziert | Ja |
Abstract
Biocatalytic asymmetric reduction of ethyl-4,4,4-trifluoroacetoacetate under water-deficient reaction conditions using a "smart cosubstrate" 1,4-butanediol was demonstrated up to a 2 L scale. Substrate concentrations of 100 g/L were applied by using half-molar equivalent of 1,4-butanediol in methyl-tert-butylether (MTBE). Using this approach, full conversion of ethyl-4,4,4-trifluoroacetoacetate to the corresponding (S)-alcohol with an excellent enantiomeric excess (ee) of ≥99% was accomplished in 5 days. 150 g of isolated enantiopure product with high purity (94%) was obtained.
ASJC Scopus Sachgebiete
- Chemie (insg.)
- Physikalische und Theoretische Chemie
- Chemie (insg.)
- Organische Chemie
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in: Organic Process Research and Development, Jahrgang 19, Nr. 2, 20.02.2015, S. 369-372.
Publikation: Beitrag in Fachzeitschrift › Artikel › Forschung › Peer-Review
}
TY - JOUR
T1 - Scaling-Up of "smart cosubstrate" 1,4-butanediol promoted asymmetric reduction of ethyl-4,4,4-trifluoroacetoacetate in organic media
AU - Zuhse, Ralf
AU - Leggewie, Christian
AU - Hollmann, Frank
AU - Kara, Selin
PY - 2015/2/20
Y1 - 2015/2/20
N2 - Biocatalytic asymmetric reduction of ethyl-4,4,4-trifluoroacetoacetate under water-deficient reaction conditions using a "smart cosubstrate" 1,4-butanediol was demonstrated up to a 2 L scale. Substrate concentrations of 100 g/L were applied by using half-molar equivalent of 1,4-butanediol in methyl-tert-butylether (MTBE). Using this approach, full conversion of ethyl-4,4,4-trifluoroacetoacetate to the corresponding (S)-alcohol with an excellent enantiomeric excess (ee) of ≥99% was accomplished in 5 days. 150 g of isolated enantiopure product with high purity (94%) was obtained.
AB - Biocatalytic asymmetric reduction of ethyl-4,4,4-trifluoroacetoacetate under water-deficient reaction conditions using a "smart cosubstrate" 1,4-butanediol was demonstrated up to a 2 L scale. Substrate concentrations of 100 g/L were applied by using half-molar equivalent of 1,4-butanediol in methyl-tert-butylether (MTBE). Using this approach, full conversion of ethyl-4,4,4-trifluoroacetoacetate to the corresponding (S)-alcohol with an excellent enantiomeric excess (ee) of ≥99% was accomplished in 5 days. 150 g of isolated enantiopure product with high purity (94%) was obtained.
UR - http://www.scopus.com/inward/record.url?scp=84923377035&partnerID=8YFLogxK
U2 - 10.1021/op500374x
DO - 10.1021/op500374x
M3 - Article
AN - SCOPUS:84923377035
VL - 19
SP - 369
EP - 372
JO - Organic Process Research and Development
JF - Organic Process Research and Development
SN - 1083-6160
IS - 2
ER -