Process for the production of 3-phenylisoserine
AssigneeAltana Pharma AG
InventorsWijnand Faber, Jan Koek, Jorg Senn-Bilfinger, Ton Vries
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Abstract
The invention relates to a process for the preparation of (R, R)-3-phenylisoserine and its derivatives.
Claims8
Process for the production of (R, R)3-phenylisoserine including its 1-4C-alkyl esters, which comprises
- reacting a 3-phenylglycidic acid salt with ammonia to yield the salt of racemic 3-phenylisoserine,
- converting the salt of racemic 3-phenylisoserine to racemic 3-phenylisoserine 1-4C-alkyl ester and
- separating the (R, R)3-phenylisoserine 1-4C-alkyl ester from the racemate by reacting the latter with L-(+)-tartaric acid and working the salt obtained for (R, R)-3-phenylisoserine 1-4Calkyl ester.
Process for the production of 3-phenylisoserine or a salt or an 1-4C-alkyl ester thereof, characterised in that a 3-phenylglycidic acid salt is reacted with ammonia and that the 3-phenylisoserine salt obtained is subsequently converted, if desired, into 3-phenylisoserine or into 3-phenylisoserine 1-4C-alkyl ester by conventional methods.
Process for the separation of (R, R)-3-phenylisoserine 1-4C-alkyl ester from the racemic mixture of 3-phenylisoserine 1-4C-alkyl ester, characterised in that L-(+)-tartaric acid is used as the separating agent.
Process for the separation of (S, S)-3-phenylisoserine 1-4C-alkyl ester from the racemic mixture of 3-phenylisoserine 1-4C-alkyl ester, characterised in that D(−)-tartaric acid is used as the separating agent.
Use of L-(+)-tartaric acid in the separation of (R, R)-3-phenylisoserine or a derivative thereof from racemic mixtures of 3-phenylisoserine or derivatives thereof.
Use of D-(−)-tartaric acid in the separation of (S, S)-3-phenylisoserine or a derivative thereof from racemic mixtures of 3-phenylisoserine or derivatives thereof.
Dependencies are inferred from the claim text.