C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
C07D 471/04 (2006.01) C07D 209/00 (2006.01) C07D 221/00 (2006.01) C07H 9/04 (2006.01)
Patent
CA 2377260
The invention relates to a method for the enantiomer separation of cis-8- benzyl-7,9-dioxo-2,8- diazabicyclo[4.3.0]nonane (also described below as cis-6-benzyl-5,7- dioxooctahydropyrrolo[3,4- b]pyridine or dioxopyrrolopiperidine). The invention also relates to a method for producing (1S, 6R)- and (1R, 6S)-8-benzyl-7,9-dioxo-2,8-diazabicyclo[4.3.0]nonane using the above method. The invention further relates to the (-)-2,3:4,6-di-O-isopropylidene-2-keto-L- gulonic acid salts of (1S, 6R)- and (1R, 6S)-8-benzyl-7,9-dioxo-2,8-diazabicyclo[4.3.0]nonane and to a method for producing the same. Finally, the invention relates to a method for the enantiomer enrichment of (1S, 6R)-8- benzyl-7,9-dioxo-2,8- diazabicyclo[4.3.0]-nonane.
L'invention concerne un procédé de séparation d'énantiomères contenus dans cis-8-benzyle-7,9-dioxo-2,8-diazabicyclo[4.3.0]nonane (figurant dans ce qui suit sous l'appellation cis-6-benzyle-5,7-dioxooctahydropyrrolo[3,4-b]pyridine ou dioxopyrrolopipéridine. Dans un autre aspect, l'invention concerne un procédé de préparation de (1S,6R)- et (1R,6S)-8-benzyle-7,9-dioxo-2,8-diazabicyclo[4.3.0]nonane à l'aide dudit procédé mentionné. L'invention concerne en outre les sels d'acide gulonique de (-)-2,3 :4,6-di-O-isopropylidène-2-céto-L de (1S,6R)- et de (1R,6S)-8-benzyle-7,9-dioxo-2,8-diazabicyclo[4.3.0]nonane, ainsi qu'un procédé permettant de les préparer. L'invention concerne par ailleurs un procédé d'enrichissement en énantiomères de (1S,6R)-8-benzyle-7,9-dioxo-2,8-diazabicyclo[4.3.0]nonane.
Aktiengesellschaft Bayer
Bayer Schering Pharma Aktiengesellschaft
Fetherstonhaugh & Co.
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