Sodium Cyanide → Ethyl (3R)-4-cyano-3-hydroxybutanoate

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.

1. washAfter fifty seven hours the mixture was washed with ethyl acetate (2 times 250 mL)
2. dry with materialthe combined organics dried over anhydrous sodium sulfate
3. filtrationThe mixture was filtered
4. customevaporated on a rotary evaporator

ORD record

ord-df0bb5a321cd4ae0847a812b98d2085c

Source dataset

uspto-grants-2006_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07132267B2