反应 #1178408

ord-cb2e0f4ca3374dd9a048e82654b0016f

反应方程式

[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
收率 97.4%

反应条件

温度
30°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他Culture fluid was obtained
  2. 2
    workup.ADDITIONwas added dropwise to the mixture
  3. 3
    其他After the reaction
  4. 4
    萃取the reaction mixture was extracted with toluene
  5. 5
    干燥was dried over anhydrous sodium sulfate
  6. 6
    其他Removal of sodium sulfate, and evaporation of organic solvents from the organic layer under reduced pressure

实验过程

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.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08129163B2uspto-grants-2012_03