Reacción #1178408

ord-cb2e0f4ca3374dd9a048e82654b0016f

Ecuación de reacción

[Na+].[OH-]
sodium hydroxide
O=C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO
glucose
CC(=O)c1ccccc1
acetophenone
C[C@H](O)c1ccccc1
(S)-phenylethanol
Rendimiento 97.4%

Condiciones de reacción

Temperatura
30°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroCulture fluid was obtained
  2. 2
    workup.ADDITIONwas added dropwise to the mixture
  3. 3
    OtroAfter the reaction
  4. 4
    Extracciónthe reaction mixture was extracted with toluene
  5. 5
    Secadowas dried over anhydrous sodium sulfate
  6. 6
    OtroRemoval of sodium sulfate, and evaporation of organic solvents from the organic layer under reduced pressure

Procedimiento

Culture fluid was obtained by cultivating E. coli HB101 (pNCMG) in a similar manner to Example 9. In a 100-mL portion of the culture fluid, 17 g of glucose, 3 mg of NAD+, and 10 g of acetophenone were added and the mixture was stirred at 30° C. for 20 hours while controlling the pH of the reaction mixture to 6.5 with 5 N aqueous sodium hydroxide, which was added dropwise to the mixture. After the reaction, the reaction mixture was extracted with toluene, and combined organic layer was dried over anhydrous sodium sulfate. Removal of sodium sulfate, and evaporation of organic solvents from the organic layer under reduced pressure yielded 9.9 g of (S)-phenylethanol. The product (S)-phenylethanol was analyzed in accordance with the [Analysis condition (1) for gas chromatography] as described above, and found that the optical purity of the product was 99.9% e.e. or higher.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08129163B2uspto-grants-2012_03