February 28, 2011

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The following patent record is from the CAplusSM database.

CAPLUS COPYRIGHT 2011 ACS

Patent Number: US 7875729
Title: Process for preparation of trans-asenapine employing stereoselective hydrogenation of a dibenzoxepine intermediate
Inventor(s): Zhu, Jie; Keltjens, Rolf; Firet, Judith Janneke
Patent Assignee(s): Synthon B.V., Neth.
Source: PCT Int. Appl., 29pp. CODEN: PIXXD
Language: English
Abstract:
Asenapine and related trans-isomer bicyclic compds. can be obtained by reducing a compound of Formula (C) to preferentially form a trans-isomer compound of Formula (D), followed by subsequent ring closure to form a   compound of Formula (B) such as asenapine.  A method for preparing asenapine (I), and related trans-isomer bicyclic compds., is disclosed.  The  stereoselectivity arises via the hydrogenation of a dibenzoxepine    dicarboxylate intermediate II (R1 and R2 independently = alkyl, alkynyl or aralkyl group).  The reduction product of II (R1 and R2 = Me) then undergoes heterocyclization with methylamine to provide the desired I.

 

View the full-text patent from USPTO.

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