N-Hydroxyacetamidine → (3Ez,5s)-5-(3-methyl-1,2,4-oxadiazol-5-yl)-1-{[2'-(trifluoromethyl)[1,1'-biphenyl]-4-yl]carbonyl}-3-pyrrolidinone o-methyloxime

Participants

Reaction Steps

Following the general methods as outlined in Example 1 (Method B), starting from (2S,4EZ)-1-(tert-butoxycarbonyl)-4-(methoxyimino)-2-pyrrolidine-carboxylic acid (Intermediate 2), N′-hydroxyethanimidamide (Intermediate 7) and 2′-(trifluoromethyl) [1,1′-biphenyl]-4-carboxylic acid (Intermediate 10), the title compound was isolated, after flash-chromatography, as a mixture of E-/Z-isomers as an oil in 44% yield (88.2% purity by HPLC).

Provenance & Evidence