Abstract: A process for the preparation of optically active cyclohexylphenylglycolate esters is described. The process utilizes carboxylic acid activation to couple (R)- or (S)-cyclohexylphenylglycolic acid (CHPGA) with 4-N,N-diethylamino butynol or other propargyl alcohol derivatives. The preparation of the hydrochloride salt is also described. In addition, a resolution process employing tyrosine methyl ester enantiomers for preparing a single enantiomer of CHPGA from racemic CHPGA is disclosed.
Type:
Grant
Filed:
December 15, 1998
Date of Patent:
October 31, 2000
Assignee:
Sepracor Inc.
Inventors:
Roger P. Bakale, Jorge L. Lopez, Francis X. McConville, Charles P. Vandenbossche, Chris Hugh Senanayake