85918-77-0

Upstream product

• 95-92-1 oxalic acid diethyl ester 
• 157977-55-4 (4-fluorophenylethyl)magnesium bromide 
• 332-42-3 (2-bromoethyl)-4-fluorobenzene 

Downstream Products

• 214336-14-8 4-(4-Fluoro-phenyl)-2-oxo-butyric acid propyl ester 
• 214336-16-0 4-(4-Fluoro-phenyl)-2-oxo-butyric acid isobutyl ester 
• 1267352-87-3 C₁₀H₉FO₃ 
• 114990-93-1 (R)-2-hydroxy-4-(4-fluorophenyl)butanoic acid 
• 114990-93-1 (S)-2-hydroxy-4-(4-fluorophenyl)butanoic acid 

Relevant academic research and scientific papers

GLYCOLATE OXIDASE INHIBITORS AND USE THEREOF

The present invention provides pyrazoles, isoxazoles, isothiazoles, thiadiazoles, and pyridazines according to Formula I as described herein, and pharmaceutically acceptable salts thereof. Pharmaceutical compositions and methods for treating primary hyperoxaluria, type I (PH) and kidney stones are also described.

Catalytic cyclization reactions of Huisgen zwitterion with -ketoesters by in situ chemoselective phosphine oxide reduction

The first examples of catalytic cyclization reactions between the Huisgen zwitterion and α-ketoester derivatives are reported. The use of phenylsilane with a substoichiometric amount of bis(p-nitrophenyl)phosphate/diisopropylethylamine proved to be crucial for the in situ reduction of the phosphine oxide formed during the reaction. The optimized protocol is applied to alkyl or aryl ketoesters, furnishing either the corresponding cycloadducts or the hydrazone derivatives, depending on the substitution patterns of the substrates, in moderate to good yields (up to 80% yield, 18 examples).

Highly enantioselective hydrogenation of 2-oxo-4-arybutanoic acids to 2-hydroxy-4-arylbutanoic acids

The Ru-catalyzed asymmetric hydrogenation of 2-oxo-4-arybutanoic acids to afford 2-hydroxy-4-arybutanoic acids was accomplished by employing SunPhos as chiral ligand and 1 M aq HBr as additive. The high enantioselectivities (88.4%-92.6% ee) and efficiency (TON=10,000, TOF=300 h-1) make this method efficient for the synthesis of an important intermediate, (R)-2-hydroxy-4-phenylbutanoic acid, for ACE inhibitors.

Stereochemical control in microbial reduction. Part 31: Reduction of alkyl 2-oxo-4-arylbutyrates by baker's yeast under selected reaction conditions

Treatment of baker's yeast with phenacyl chloride in an aqueous-organic solvent has been proven to be an effective method of inhibiting the enzymes that afford (S)-enantiomers of α-hydroxy esters in the reduction of α-keto esters. The procedure is effective for the whole-cell system to produce the (R)-product with high chemical yield and high enantiomeric excess.