تفاعل #806254

ord-df0bb5a321cd4ae0847a812b98d2085c

معادلة التفاعل

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

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

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

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07132267B2uspto-grants-2006_11