반응 #1244289

ord-6c78e85283f6422ba2ca5be721cb5544

반응 방정식

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

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    세척After fifty seven hours the mixture was washed with ethyl acetate (2 times 250 mL)
  2. 2
    건조the combined organics dried over anhydrous sodium sulfate
  3. 3
    여과The mixture was filtered
  4. 4
    기타evaporated on a rotary evaporator

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07807423B2uspto-grants-2010_10