Inversion of the 3.alpha.-amino group attached to the .beta.-lac

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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544 90, C07D20508, C07D49804

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active

044487207

ABSTRACT:
A process for preparing 3.beta.-amino-4.beta.-substituted-2-azetidinones, which comprises condensing a 3.alpha.-amino-4.beta.-substituted-2-azetidinone with a trihalogenoacetaldehyde or the reactive derivative thereof to give a 3.alpha.-(2,2,2-trihalogenoethylidene)amino-4.beta.-substituted-2-azetidin ones, treating the latter with a base to give a 3-(2,2-dihalogenovinyl)imino-4.beta.-substituted-2-azetidinone, reducing the latter with a metal hydride to give a 3.beta.-(2-halogenovinyl)amino-4.beta.-substituted-2-azetidinone, and hydrolyzing the latter to give the objective compound.

REFERENCES:
patent: 4334065 (1982-06-01), Chauvette

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