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

C - Chemistry – Metallurgy – 07 – D

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260/244.2, 260/3

C07D 205/08 (2006.01) C07D 205/085 (2006.01) C07D 205/095 (2006.01) C07D 505/00 (2006.01)

Patent

CA 1132549

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-azetidinones, treating the latter with a base to give a 3-(2,2-dihalogeno- vinyl)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.

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