Reaktion #2274432

Reaktionsgleichung

phosphate

racemic ethyl(1SR,5RS,6SR)-2-oxobicyclo[3.1.0]hexane-6-carboxylate

→

(+)-(1R,5S,6R)-2-oxobicyclo[3.1.0]hexane-6-carboxylic acid

Ausbeute 14.8%

Lösungsmittel

n-hexane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstige2.0 mg of the crude enzyme powder of the present enzyme obtained in Reference Example 14 from Burkholderia cepacia SC-20
2. 2
   workup.ADDITIONwas added to, and
3. 3
   workup.ADDITIONadded to the enzyme solution
4. 4
   Sonstigean aliquot of the reaction solution was removed
5. 5
   Sonstigethe formed 2-oxobicyclo[3.1.0]hexane-6-carboxylic acid was measured for optical purity and reaction
6. 6
   Sonstigeyield

Vorschrift

2.0 mg of the crude enzyme powder of the present enzyme obtained in Reference Example 14 from Burkholderia cepacia SC-20 was added to, and suspended in, 1 ml of 100 mM phosphate buffer (pH 7.0). 10 mg of racemic ethyl(1SR,5RS,6SR)-2-oxobicyclo[3.1.0]hexane-6-carboxylate was dissolved in 1 ml n-hexane, added to the enzyme solution, and heated to 40° C., and the mixture was stirred. After 13 hours, an aliquot of the reaction solution was removed and analyzed in the same manner as in Examples 1 to 8, and the formed 2-oxobicyclo[3.1.0]hexane-6-carboxylic acid was measured for optical purity and reaction yield. As a result, (+)-(1R,5S,6R)-2-oxobicyclo[3.1.0]hexane-6-carboxylic acid was obtained with 62.9% optical purity in 14.8% yield.

Quelle