http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-2004236141-A1

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filingDate 2003-11-21-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_71b49a6283a893673f0a9033c36b7ca5
publicationDate 2004-11-25-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber US-2004236141-A1
titleOfInvention Stereoselective synthesis of 2-hydroxy-4-phenylbutyric acid esters
abstract A process is described for the stereospecific preparation of an ester of formula (I): wherein * signifies the (R) stereoisomer; R 1 is selected from C 1-6 alkyl, preferably ethyl; and R 2 is hydrogen, a protecting group or a leaving group which process comprises reaction of a nitrile of formula (II): wherein * signifies the (R) stereoisonomer; and Ph is the phenyl group C 6 H 5 with a solution of an inorganic acid in an alcohol and optional conversion of the compound of formula (I) wherein R 2 is H so prepared to any other desired compound of formula (I) by standard methods in the art. The compounds of formula (I) are chiral esters, useful as intermediates in the synthesis of the family of acetylcholine esterase (ACE) inhibitors known as “prils”, such as lisinopril, cilazapril, enalapril, benazepril, ramipril, delapril, enalaprilat, imidapril, spirapril, trandolapril and others. n * n Ph-CH 2 —CH 2 —CH(OR 2 )—COOR 1   (I) n * n Ph-CH 2 —CH 2 —CH(OH)—CN  (II)
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