NADP nicotinamide-adenine-dinucleotide phosphate → (S)-5-(4-Fluoro-phenyl)-5-hydroxy-1morpholin-4-yl-pentan-1-one

Participants

Role	Name	HCID	Charge
Reactant	NADP nicotinamide-adenine-dinucleotide phosphate	HCID 5886	—
Reactant	Potassium Phosphate, Tribasic	HCID 62657	—
Reactant	(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal	HCID 107526	—
Reactant	1-(4-Fluorophenyl)-5-(morpholin-4-yl)pentane-1,5-dione	HCID 58070809	—
Solvent	Methanol	HCID 887	—
Solvent	Ethyl Acetate	HCID 8857	—
Product	(S)-5-(4-Fluoro-phenyl)-5-hydroxy-1morpholin-4-yl-pentan-1-one	HCID 23636213	—

Reaction Conditions

Temperature	31 °C

Reaction Steps

ES-KRED-106 (5 mg, Chiral Vision) was dissolved in 5 ml buffer (containing 250 mM potassium phosphate, 5 mg NADP+, 330 mM D-glucose, 2 U/ml glucose dehydrogenase, (GDH) pH 7.0). A solution of 1-(4-Fluoro-phenyl)-5-morpholin-4-yl-pentane-1,5-dione in MeOH (4 mg in 0.2 ml) was added. The mixture was stirred at 31° C. for 24 hrs and monitored by HPLC. Ethyl acetate (5 ml) was added and the phases were separated. The organic layer was evaporated to get the (S)-5-(4-Fluoro-phenyl)-5-hydroxy-1morpholin-4-yl-pentan-1-one. (ee: 90-95%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09388440B2
Source dataset	uspto-grants-2016_07
ORD ID	ord-65bb7e3e7a1243c9a9a23e083dd22c9d
Source note	uspto-grants-2016_07