244229-36-5

Upstream product

• 244229-34-3 1-(2-bromophenyl)-2,2,2-trifluoroethan-1-one 
• 583-53-9 2,3-dibromobenzene 

Downstream Products

• 244229-40-1 o-bromo-(S)-(2,2,2-trifluoro-1-acetoxyethyl)benzene 

Relevant academic research and scientific papers

Chemoenzymatic Synthesis of an Odanacatib Precursor through a Suzuki-Miyaura Cross-Coupling and Bioreduction Sequence

A series of 1-aryl-2,2,2-trifluoroethanones has been chemically synthesized to later study their bioreduction using stereocomplementary alcohol dehydrogenases (ADHs). Satisfyingly, (R)-alcohols were obtained in high conversions and selectivities using the ADH from Ralstonia species and the one from Rhodococcus ruber, while the (S)-enantiomers were independently produced using the ADH from Lactobacillus brevis and the commercially available evo-1.1.200. In the search for a stereoselective route towards the Odanacatib, an orally bioavailable and selective inhibitor of Cathepsin K, the development of a sequential methodology combining a palladium-catalyzed cross coupling between 1-(4-bromophenyl)-2,2,2-trifluoroethanone and 4-(methylsulfonyl)phenylboronic acid in aqueous medium with the bioreduction of the resulting 2,2,2-trifluoro-1-(4′-(methylsulfonyl)-[1,1′-biphenyl]-4-yl)ethanone has been extensively studied. Finally, the desired (R)-2,2,2-trifluoro-1-(4′-(methylsulfonyl)-[1,1′-biphenyl]-4-yl)ethanol was obtained in enantiomerically pure form and 85 % yield with a 128 g L?1 d?1 productivity following a sequential approach.

A novel axially dissymmetric ligand with chiral 2,2,2-trifluoro-1- hydroxyethyl groups

Novel axially dissymmetric ligands (1) with two more chiral carbons were synthesized through homo-coupling of o-bromo-(R or S)-(2,2,2-trifluoro-1- acetoxyethyl)benzene. A high asymmetric induction was accomplished using 5 mol% of the Ti complex of this li