Réaction #806254

ord-df0bb5a321cd4ae0847a812b98d2085c

Équation de réaction

CCOC(=O)C[C@H](O)CCl
ethyl (S)-4-chloro3-hydroxybutyrate
[C-]#N.[Na+]
NaCN
CCOC(=O)C[C@H](O)CC#N
ethyl (R)-4-cyano-3-hydroxybutyrate

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

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

Mode opératoire

To a well stirred solution of ethyl (S)-4-chloro3-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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07132267B2uspto-grants-2006_11