Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acids and salts thereof
Patent
1984-11-05
1987-04-28
Trousof, Natalie
Organic compounds -- part of the class 532-570 series
Organic compounds
Carboxylic acids and salts thereof
548342, 548495, 560 56, 562427, 562469, 564162, 564172, 558 52, C07B 5700, C07C10326, C07C14941, C07D20918, C07D23364
Patent
active
046616284
ABSTRACT:
A new process for the optical resolution of racemic mixtures of .alpha.-naphthyl-propionic acids of formula ##STR1## This process comprises reacting a racemic mixture of a compound of formula ##STR2## with an optically active substance of formula R.sub.4 --NH.sub.2 (III), said substance being a .beta.-aminoalcohol, thus forming a pair of diastereoisomeric amides which are resolved into the single diastereoisomers by fractional crystallization. The obtained single diastereoisomeric amide is then hydrolyzed to give the desired optically active .alpha.-naphthyl-propionic acid of formula ##STR3## In the above compound I.fwdarw.III and VI, R.sub.1 is (C.sub.1-6)alkyl, R.sub.2 stands for hydrogen, halogen, mercapto, (C.sub.1-6)alkylthio, phenylthio, benzylthio, (C.sub.1-6)alkylsulfonyl, benzenesulfonyl, benzenesulfonyl substituted by halogen or (C.sub.1-4)alkyl, R.sub.3 is a reactive group and R.sub.4 is the residue of a primary or secondary alcohol.
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Cannata Vincenzo
Tamerlani Giancarlo
Alfa Chemicals Italiana S.p.A.
Clarke Vera C.
Trousof Natalie
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