Реакция #1178408

ord-cb2e0f4ca3374dd9a048e82654b0016f

Уравнение реакции

[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
Выход 97.4%

Реагенты

Условия реакции

Температура
30°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеCulture fluid was obtained
  2. 2
    workup.ADDITIONwas added dropwise to the mixture
  3. 3
    ДругоеAfter the reaction
  4. 4
    Экстракцияthe reaction mixture was extracted with toluene
  5. 5
    Сушкаwas dried over anhydrous sodium sulfate
  6. 6
    ДругоеRemoval of sodium sulfate, and evaporation of organic solvents from the organic layer under reduced pressure

Методика

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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08129163B2uspto-grants-2012_03