Butanamide, 4-chloro-3-hydroxy-, (3R)- synthesis

Yield:226213-72-5 99.7%

Reaction Conditions:

Stage #1: (R)-γ-chloro-β-hydroxybutyronitrilewith cobalt(II) chloride hexahydrate;water;sodium hydroxide pH=7.06;
Stage #2: Rhodococcus rhodochrous J-1 (FERM BP-1478) in water at 0;Product distribution / selectivity;

Steps:

II.9

A part of the (R)-CHBN aqueous solution synthesized in Example 4 was taken (50.0 g) ((R,S)-CHBN concentration 14.0%; containing 58.6 mmol), and 1.7 ml of 1 mg/ml CoCl₂·6H₂O aqueous solution was added thereto. The resultant solution was neutralized with aqueous NaOH to make its pH 7.06 and agitated for 2 hr. Subsequently, 270 μl of J-1 cells prepared in Example 5 was added dropwise, and the reaction was started in ice bath. After 2 hr, the conversion rate of CHBN reached 100% and it was confirmed that 8.04 g of (R)-CHBA was produced (yield: 99.7%).,

References:

EP2096103,2009,A1 Location in patent:Page/Page column 21