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US 5,510,519 AGranted
Optically active secondary amine compound, process for producing optically active secondary amine compound and process for producing optically active carboxylic acid by using said compound
AssigneeSumitomo Chemical Company, Limited
InventorsYukio Yoneyoshi, Junko Kudo, Toshio Nishioka
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Abstract
Disclosed are optically active secondary amine compounds and salts thereof having the general formula (I): ##STR1## a process for the preparation of the optically active secondary amine compounds and salts thereof, and the use of such compounds. Such compounds exhibit a high resolution power and hence are useful agents for optical resolution.
Claims12
A process of using an optically active secondary amine compound for the preparation of an optically active carboxylic acid, wherein an optically active secondary amine compound of the general formula (I):
- ##STR6## wherein R.sub.1 represents a naphthyl or cyclohexyl group, or a phenyl group optionally substituted by halogen, nitro, lower alkyl or lower alkoxy,
- R.sub.2 represents a lower alkyl group or a benzyl group optionally substituted by lower alkyl,
- R.sub.3 represents a p-hydroxyphenyl or 2-hydroxy-3-lower alkoxyphenyl group when R.sub.2 is lower alkyl, or R.sub.3 represents a p-hydroxyphenyl group when R.sub.2 is benzyl optionally substituted by lower alkyl, and
- C* represents an asymmetric carbon atom,
- is reacted with a racemic carboxylic acid selected from the group consisting of (.+-.)-chrysanthemic acid, (.+-.)-ibuprofen, (.+-.)-naproxen, (.+-.)-flurbiprofen, (.+-.)-ketoprofen, (.+-.)-2-(4-chlorophenyl)isovaleric acid, (.+-.)-mandelic acid, (.+-.)-2-hydroxy-4-phenylbutanoic acid and (.+-.)-permethric acid, and the resultant amine salt is then subjected to an optical resolution operation.
2 more elements
Dependencies are inferred from the claim text.