Process for the preparation of (2r,...

C - Chemistry – Metallurgy – 07 – C

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C07C 231/16 (2006.01) C07C 227/30 (2006.01) C07C 231/18 (2006.01) C07C 231/20 (2006.01) C07C 237/20 (2006.01) C07D 221/00 (2006.01) C07D 235/00 (2006.01) C07D 471/14 (2006.01) C12P 41/00 (2006.01)

Patent

CA 2574625

The invention relates to a novel compound (2R, 3R)-2 -hydroxy-3~amino-3-aryl- propionamide according to formula (1), wherein aryl A represents a substituted or unsubstituted aromatic ring, and to a process for the preparation of said compound of formula (1), wherein a reaction mixture comprising the two enantiomers (2R,3S) and (2S,3R) of trans-3-aryl glycidic acid alkyl ester and the two enantiomers (2R,3R) and (2S,3S) of cis-3-aryl glycidic acid alkyl ester, said mixture being enantiomerically and diastereomerically enriched in the (2R,3S)-trans-3-arylglycidic acid alkyl ester, is reacted with ammonia. The invention further relates to a process for the preparation of (2R,3R)-2- hydroxy-3 amino-3-aryl-propionic alkyl ester.

L'invention concerne un nouveau composé (2R, 3R)-2 -hydroxy-3-amino-3-aryl-propionamide de formule (1), dans laquelle aryle A représente un noyau aromatique substitué ou non. L'invention concerne également un procédé pour préparer ledit composé de formule (1), un mélange de réaction comprenant deux énantiomères (2R, 3S) et (2S, 3R) un ester d'alkyle d'acide trans-3-aryl-glycidique et deux énantiomères (2R, 3R) et (2S, 3S) d'ester d'alkyle d'acide cis-3-aryl-glycidique, ledit mélange étant enrichi de manière énantiomère et diastéréomère avec l'ester d'alkyle d'acide (2R,3S)-trans-3-arylglycidique et mis en réaction avec de l'ammonium. L'invention concerne, de plus, un procédé pour préparer un ester d'alkyle (2R,3R)-2-hydroxy-3 amino-3-aryl-propionique.

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