151302-17-9

Upstream product

• 205748-19-2 (R,S)-2-Bromo-2-phenylacetic acid (R)-pantolactone ester 
• 103-49-1 dibenzylamine 
• 4870-65-9 2-bromophenylacetic acid 
• 599-04-2 (R)-Pantolacton 

Downstream Products

• 197142-90-8 (S)-2-(N,N-dibenzylamino)-2-phenyl-1-ethanol 
• 1440430-26-1 (S)-2-(dibenzylamino)-1,1,2-triphenylethan-1-ol 

Relevant academic research and scientific papers

Asymmetric preparation of new N, N -dialkyl-2-amino-1,1,2-triphenylethanol catalysts and a kinetic resolution in the addition of diethylzinc to flavene-3-carbaldehydes

Enantiopure N,N-dialkyl-(S)-2-amino-1,1,2-triphenylethanols were prepared using a new synthetic methodology and tested for their ability to catalyze the enantioselective addition of diethylzinc to aldehydes. The structural modification of N-substituents of the catalysts led us to identify N-methyl-N-(S)-1-phenyl-ethyl-substituted 4d as an effective catalyst for the addition. Also disclosed is a kinetic resolution of racemic flavene-3- carbaldehydes with the chiral catalyst.

Synthesis of optically active α-amino esters via dynamic kinetic resolution: A mechanistic study

Synthesis of N-protected optically active α-amino esters from racemic α-halo esters via dynamic kinetic resolution (DKR) will be described. This methodology is general in nature and provides the desired optically active N- protected amino esters in 70-95% yield with diastereomeric excesses in the range of 85 to >98%. Applications and mechanistic aspects will be discussed.

Reaction of (R)-pantolactone esters of alpha-bromoacids with amines. A remarkable synthesis of optically active alpha-amino esters

(R)-Pantolactone esters of racemic α-bromo acids react with amines to give α-amino esters having the (S)-configuration at the α-carbon in yields which are considerably greater than the 50% expected on the basis of a simple S(N)2 displacement reaction.