Process for the chemical resolution of 5-alkoxy-substituted...

Details Process for the chemical resolution of 5-alkoxy-substituted... Process for the chemical resolution of 5-alkoxy-substituted...

C - Chemistry, Metallurgy

07

D

260/319.2

C07D 209/34 (2006.01)

Patent

CA 2025593

- 1 - HOE 89/5 047 Abstract Process for the chemical resolution of 5-alkoxy-substituted (?)-1,3-dimethyloxindolylethylamines A process for chemically resolving a mixture of enantiomers of primary amines, such as enantiomers of 1,3-dimethyl-5-methoxyoxindolylethylamine, provides one of the enantiomers in the form of a tartaric acid salt. In car- rying out the process, an enantiomeric mixture is contacted with a chiral acid in an amount sufficient to preferentially precipitate a salt of the chiral acid and one of the enantiomers. The resulting precipitate can then be recovered. The chiral acid is selected from the group consisting of dibenzoyl-D-tartaric acid, dibenzoyl-L-tartaric acid, ditoluoyl-D-tartaric acid, and ditoluoyl-L-tartaric acid. The precipitates can be used in the synthesis of stereospecific forms of physostigmine.

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