C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
C07D 209/54 (2006.01)
Patent
CA 2634397
The present invention provides for a process for preparing racemic methyl 6,6- dimethyl-3-azabicyclo[3,1,0]hexane-2-carboxylate, its corresponding salt: (2S, 3R, 4S)-methyl 6,6-dimethyl-3- azabicyclo[3,1,0]hexane-2-carboxylate di-p-toluoyl-D-tartaric acid ("D-DTTA") salt or a (2R, 3S, 4R)-methyl 6,6- dimethyl-3-azabicyclo[3,1,0]hexane-2-carboxylate di-p-toluoyl-L-tartaric acid salt ("L-DTTA") in a high enantiomeric excess. This invention also provides for a process for preparing a (2S, 3R, 4S)-methyl 6,6-dimethyl-3-azabicyclo[3,1,0]hexane-2-carboxylate dibenzoyl-D-tartaric acid ("D-DBTA") salt or a (2R, 3S, 4R)-methyl 6,6-dimethyl-3-azabicyclo[3,1,0]hexane-2-carboxylate L-tartaric acid ("L-DBTA") salt in a high enantiomeric excess. Further, this invention provides a process for preparing intermediates II, IIB, III, IV, IV salt, V, VI, and VII.
La présente invention concerne un procédé pour la préparation de 6,6-diméthyl-3-azabicyclo[3,1,0]hexane-2-carboxylate de méthyle racémique, son sel correspondant : sel (2S, 3R, 4S)-méthyl 6,6-diméthyl-3-azabicyclo[3,1,0]hexane-2-carboxylate de l'acide di-p-toluoyl-D-tartarique ('D-DTTA') ou sel (2R, 3S, 4R)-méthyl 6,6-diméthyl-3-azabicyclo[3,1,0]hexane-2-carboxylate de l'acide di-p-toluoyl-L-tartarique ('L-DTTA') en excès énantiomérique élevé. La présente invention concerne également un procédé pour la préparation d'un sel (2S, 3R, 4S)-méthyl 6,6-diméthyl-3-azabicyclo[3,1,0]hexane-2-carboxylate de l'acide dibenzoyl-D-tartarique ('D-DBTA') ou sel (2R, 3S, 4R)-méthyl 6,6-diméthyl-3-azabicyclo[3,1,0]hexane-2-carboxylate de l'acide L-tartarique ('L-DBTA') en excès énantiomérique élevé. De plus, la présente invention concerne un procédé pour la préparation d'intermédiaires II, IIB, III, IV, sel IV, V, VI et VII.
Chen Frank X.
Eckert Jeffrey M.
Erickson Nolan C.
Lee Hong-Chang
Nanfei Zou
Norton Rose Or S.e.n.c.r.l. S.r.l./llp
Schering Corporation
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