Carbonate Intermediates useful in the preparation of optically active cyclohexylphenylglycolate esters
AssigneeSepracor Inc.
InventorsRoger P. Bakale, Jorge L. Lopez, Francis X. McConville, Charles P. Vandenbossche, Chris Hugh Senanayake
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Abstract
A process for the preparation of optically active phenylcyclohexylglycolate 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.
Claims4
A compound of formula ##STR15## wherein R.sup.5 is alkyl or alkenyl of one to ten carbons.
A compound of formula ##STR16## wherein R.sup.5 is alkyl or alkenyl of one to ten carbons.
Dependencies are inferred from the claim text.