122331-40-2

Upstream product

• 121523-84-0 (αS)-threo-α-methyl-3-phenyl-2-isoxazoline-5-methanol 
• 54606-00-7 5-acetyl-4,5-dihydro-3-phenylisoxazole 
• 122331-42-4 (S)-(4,5-dihydro-3-phenyl-5-isoxazolyl)ethanone 

Downstream Products

• 122331-42-4 (S)-(4,5-dihydro-3-phenyl-5-isoxazolyl)ethanone 

Relevant academic research and scientific papers

Effect of different strains of yeast on stereocontrolled reduction of 5-acetylisoxazolines

The stereocontrolled reduction of 3-aryl-5-acetylisoxazolines (1) to the corresponding alcohols (2 and 3) in the presence of four different yeast strains, recognized as Baker's yeast (commercial), Candida krusei (ATCC 14243), Pichia farinosa (NRRL Y110) and Sacchromyces sp. (soil isolate) have been attempted. The C. krusei was found to be diastereoselective for the (R)-1 while the Sacchromyces sp. led to complete reduction to yield the RS- and SS-alcohol in 1:1 ratio at 10 g/L scale.

Enantioselective Microbial Reduction of 5-Acetylisoxazolines - A Novel Method for Stereochemical Control on Yeast Reduction

The kinetics and the stereoselectivity of the reduction by baker's yeast of racemic 5-acetyl-4,5-dihydro-3-phenylisoxazole 1 to the corresponding alcohol in 2-propanol/water mixtures are strongly dependent from the 2-propanol/water ratio; at a ratio of 4.