Process for preparation of enantiomerically pure compounds

Details Process for preparation of enantiomerically pure compounds Process for preparation of enantiomerically pure compounds

2008-04-28

2009-08-25

Kifle, Bruck (Department: 1624)

Organic compounds -- part of the class 532-570 series

Organic compounds

Unsubstituted hydrocarbyl chain between the ring and the -c-...

Reexamination Certificate

active

07579464

ABSTRACT:
The invention relates to a process for the optical resolution of a dibenzo[b,d]azepinone derivative of formula II,wherein R1is hydrogen or halogen and R2is either C1-4-alkyl optionally substituted with C3-7-cycloalkyl or benzyl which is optionally substituted with C1-4-alkoxy, to obtain a (S)-7-amino-5H,7H-dibenzo[b,d]azepin-6-one of formula I,wherein R1is as in the compound of formula II. The (S)-7-amino-5H,7H-dibenzo[b,d]azepin-6-one of formula I can be used as a chiral building block for the preparation of malonamide derivatives which have the potential to act as γ-secretase inhibitors and therefore may be useful in the treatment of Alzheimer's disease and cancer.

REFERENCES:
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patent: 2005/0075327 (2005-04-01), Flohr et al.
patent: WO 2005/023749 (2005-03-01), None
patent: WO 2005/023772 (2005-03-01), None
Wiesner et al., J. Am. Chem. Soc. 1955, vol. 77 pp. 675-683.
Yang, M. et al,Bioorganic&Medicinal Chem. Letters, 17:14(2007) 3910-3915.

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