757232-70-5

Upstream product

• 62317-42-4 ethyl (+/-)-3-acetoxy-2-bromo-3-phenylpropanoate 
• 62355-67-3 ethyl (+/-)-(2R,3R)-2-bromo-3-hydroxy-3-phenylpropanoate 
• 4192-77-2 ethyl cinnamate 

Downstream Products

• 62355-67-3 (2S,3S)-ethyl 2-bromo-3-hydroxy-3-phenylpropanoate 
• 2272-55-1 (2R,3S)-ethyl 3-phenylglycidate 

Relevant academic research and scientific papers

Chemoenzymatic approach to optically active phenylglycidates: Resolution of bromo- and iodohydrins

Enantiomerically enriched phenylglycidates, precursors of the taxol C-13 phenylisoserine side chain and diltiazem, were prepared by kinetic resolution of anti-2-bromo-3-hydroxy- and anti-3-hydroxy-2-iodophenylpropanoates to provide enantioriched (2R,3R)- and (2S,3S)-halohydrins. The bulkiness and inflexibility of bromo and iodo groups in halohydrins have made them inaccessible to the active site of most of the lipases utilized for the hydrolysis of their acyloxy derivatives. In a set of 22 hydrolases screened herein, including native as well as commercial enzymes, only Aspergillus niger (Lipase AS, AMANO) could catalyze the hydrolysis with high enantioselectivity (E = 176). The resolved halohydrins easily underwent transformation to the corresponding (2S,3R)- and (2R,3S)-phenylglycidates.

Stereoselective chemoenzymatic process for the preparation of optically enriched phenylglycidates as precursors of taxol side chain

The present invention relates to a novel and efficient chemoenzymatic process of preparation of optically active trans alkyl phenylglycidates. The invention particularly discloses a novel process for the chemoenzymatic synthesis of two enantiomers of tran