Method for preparing 7-oxabicycloheptyl substituted oxazole...

C - Chemistry – Metallurgy – 07 – D

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C07D 493/08 (2006.01)

Patent

CA 2096667

HA620a Abstract METHOD FOR PREPARING 7-OXABICYCLOHEPTYL SUBSTITUTED OXAZOLE AMIDE PROSTAGLANDIN ANALOG INTERMEDIATES USEFUL IN THE PREPARATION OF ANTI-THROMBOTIC AND ANTI-VASOSPASTIC COMPOUNDS A method is provided for preparing oxazole intermediates of the structure Image (wherein R is alkyl) wherein an oxazoline of the structure Image is oxidized employing an oxidizing agent such as cupric bromide, a base such as 1,8-diazabicyclo- [5.4.0]undec-7-ene (DBU), and a non-hydride donor amine base such as hexamethylenetetraamine (HMTA). The resulting oxazole may be hydrolyzed to the final anti-thrombotic - anti-vasospastic compounds.

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