Reaktionsgleichung
[C:1]([S:5]([CH2:8][CH:9]([CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:10]([O:12]CC)=[O:11])(=[O:7])=[O:6])([CH3:4])([CH3:3])[CH3:2].[Cl-].[Ca+2].[Cl-]>>[C:1]([S:5]([CH2:8][C@@H:9]([CH2:15][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)[C:10]([OH:12])=[O:11])(=[O:6])=[O:7])([CH3:4])([CH3:2])[CH3:3]Komponenten
3
Versuchsvorschrift
The hydrolysis of 1.60 g (5.12 mmol) of ethyl (RS)-α-[(tert-butylsulfonyl)methyl]hydrocinnamate was carried out in a manner analogous to Example 1 in the presence of 25 ml of aqueous 5 mM calcium chloride solution and 100 mg of Alcalase 2.0 T (NOVO, 2880 Bagsvaerd, Denmark). After a consumption of 2.47 ml of 1N sodium hydroxide solution (after 21.3 hours), the reaction mixture was worked-up analogously to Example 1, whereby there were obtained 700 mg (2.46 mmol, 48%, 96% of theory) of (S)-α-[(tert-butylsulfonyl)methyl]hydrocinnamic acid, which had not only an enantiomeric excess, but also a gas chromatographical (GC) purity of, in each case, >99%.
Aufarbeitung
- customAfter a consumption of 2.47 ml of 1N sodium hydroxide solution (after 21.3 hours)
Quellen und Nachweise
- ORD-Eintrag
- ord-fd6e16eba1d448b9bb818eedfb352855
- Quelldatensatz
- uspto-grants-1993_06
- Patentnummer
- US05223432
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