4-Phenylbenzoyl chloride → HCID 58714504, compound

Participants

Reaction Steps

Following the general methods as outlined in Example 1 (Method A), starting from (2S,4EZ)-1-(tert-butoxycarbonyl)-4-(methoxyimino)-2-pyrrolidine-carboxylic acid (intermediate 2), tert-butyl 4-[amino(hydroxyimino)methyl]-1-piperidinecarboxylate (Intermediate 7) and [1,1′-biphenyl]-4-carbonyl chloride, the desired compound, tert-butyl 4-{5-[(2S,4EZ)-1-([1,1′-biphenyl]-4-ylcarbonyl)-4-(methoxyimino)pyrrolidinyl]-1,2,4-oxadiazol-3-yl}-1-piperidinecarboxylate, was isolated, after flash-chromatography (cyclohexane/ethylacetate 6/4), as a mixture of E-/Z-isomers in 60% yield (97.9% purity by HPLC).

Provenance & Evidence