June 25, 2012

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The following patent record is from the CAplusSM database.

CAPLUS COPYRIGHT 2012 ACS

Patent Number: US 8188286
Title: Process for production of azabicycloalkanol derivative
Inventor(s): Oooka, Hirohito; Fukuhara, Shinya
Patent Assignee(s): Nippon Soda Co., Ltd., Japan
Source: PCT Int. Appl., 15 pp. CODEN: PIXXD2
Language: Japanese

Abstract:
The diastereomer of an azabicyclo-C6-10-alkanol derivative having a methine (with a hydroxyl group as a substituent) as an asym. carbon (e.g., a trans-3-substituted-3-azabicyclo[3.2.1]-8-ol derivative) is isomerized in the presence of a transition metal complex to produce an excess amount of the thermodynamically stable diastereomer (e.g., a cis-3-substituted-3-azabicyclo[3.2.1]-8-ol derivative). This invention provides cis-3-substituted-3-azabicyclo[3.2.1]octan-8-ol derivative which is useful as an intermediate for agrochems. and pharmaceuticals.  Thus, nitrogen gas was bubbled into a solution of 3-benzyl-3-azabicyclo[3.2.1]octan-8-ol (cis/trans isomer ratio = 49/51) in toluene; potassium tert-butoxide and dichlorotris(triphenylphosphine)ruthenium were added to said solution; the resulting mixture was refluxed for 7 h to give, after workup and crystallization of the product, cis-3-benzyl-3-azabicyclo[3.2.1]octan-8-ol in 69% yield.

Please note:  Abstracts for patent records in CAplus are routinely enhanced to better describe the claimed invention. In this example, CAS enhanced the abstract using additional information found in the patent.

 

View the full-text U.S. patent from USPTO.

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