Details
| Original language | English |
|---|---|
| Pages (from-to) | 369-372 |
| Number of pages | 4 |
| Journal | Organic Process Research and Development |
| Volume | 19 |
| Issue number | 2 |
| Early online date | 5 Feb 2015 |
| Publication status | Published - 20 Feb 2015 |
| Externally published | Yes |
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 subject areas
- Chemistry(all)
- Physical and Theoretical Chemistry
- Chemistry(all)
- Organic Chemistry
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In: Organic Process Research and Development, Vol. 19, No. 2, 20.02.2015, p. 369-372.
Research output: Contribution to journal › Article › Research › 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 -