反応 #1244289

ord-6c78e85283f6422ba2ca5be721cb5544

反応方程式

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

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    洗浄After fifty seven hours the mixture was washed with ethyl acetate (2 times 250 mL)
  2. 2
    乾燥the combined organics dried over anhydrous sodium sulfate
  3. 3
    ろ過The mixture was filtered
  4. 4
    その他evaporated on a rotary evaporator

実験手順

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.

出典

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