Method for preparing 7-oxabicycloheptyl substituted oxazole amid

Details Method for preparing 7-oxabicycloheptyl substituted oxazole amid Method for preparing 7-oxabicycloheptyl substituted oxazole amid

1993-02-22

1994-01-25

Daus, Donald G.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

548237, C07D49308

Patent

active

052817164

ABSTRACT:
A method is provided for preparing oxazole intermediates of the structure ##STR1## (wherein R is alkyl) wherein an oxazoline of the structure ##STR2## 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.

REFERENCES:
patent: 5100889 (1992-03-01), Misra et al.
Misra et al., "Thromboxane Receptor Antagonist BMS-180291: A New Pre-Clinical Lead," Bioorganic and Medicinal Chemistry, vol. 2, No. 1, pp. 73-76, 1992.

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