反应 #1244289

ord-6c78e85283f6422ba2ca5be721cb5544

反应方程式

CCOC(=O)C[C@H](O)CCl
ethyl (S)-4-chloro-3-hydroxybutyrate
[C-]#N.[Na+]
NaCN
CCOC(=O)C[C@H](O)CC#N
ethyl (R)-4-cyano-3-hydroxybutyrate

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    洗涤After fifty seven hours the mixture was washed with ethyl acetate (2 times 250 mL)
  2. 2
    干燥the combined organics dried over anhydrous sodium sulfate
  3. 3
    过滤The mixture was filtered
  4. 4
    其他evaporated on a rotary evaporator

实验过程

To a well stirred solution of ethyl (S)-4-chloro-3-hydroxybutyrate (8.25 g, 50 mmoles) in 300 mM potassium phosphate buffer, 300 mM NaCN pH 8.0 (1 L) at 30° C. was added halohydrin dehalogenase SEQ ID NO: 14 (9 g) as a lyophilized powder. After fifty seven hours the mixture was washed with ethyl acetate (2 times 250 mL) and the combined organics dried over anhydrous sodium sulfate. The mixture was filtered and evaporated on a rotary evaporator to give essentially pure ethyl (R)-4-cyano-3-hydroxybutyrate, as determined using the gas chromatography method and elution time data described in Example 6, hereinbelow.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07807423B2uspto-grants-2010_10