Reacción #1244289

ord-6c78e85283f6422ba2ca5be721cb5544

Ecuación de reacción

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

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

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

Procedimiento

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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07807423B2uspto-grants-2010_10