4-Phenylbenzoyl chloride → (3Ez,5s)-5-(3-benzyl-1,2,4-oxadiazol-5-yl)-1-([1,1'-biphenyl]-4-ylcarbonyl)-3-pyrrolidinone o-methyloxime

Participants

Role	Name	HCID	Charge
Reactant	4-Phenylbenzoyl chloride	HCID 84151	—
Reactant	N'-hydroxy-2-phenylethanimidamide	HCID 2731007	—
Reactant	(2S,4EZ)-1(tert-butoxycarbonyl)-4-(methoxyimino)-2-pyrrolidinecarboxylic acid	HCID 58714586	—
Product	(3Ez,5s)-5-(3-benzyl-1,2,4-oxadiazol-5-yl)-1-([1,1'-biphenyl]-4-ylcarbonyl)-3-pyrrolidinone o-methyloxime	HCID 58714553	—

Reaction Steps

Following the general method as outlined in Example 59, starting from (2S,4EZ)-1-(tert-butoxycarbonyl)-4-(methoxyimino)-2-pyrrolidine-carboxylic acid (Intermediate 2), [1,1′-biphenyl]-4-carbonyl chloride, and N′-hydroxy-2-phenylethanimidamide, the title compound was obtained in 86% purity by HPLC. MS(ESI+): m/z=453.2.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07115639B2
Source dataset	uspto-grants-2006_10
ORD ID	ord-11d61133ed054ed49c010183c59fd962
Source note	uspto-grants-2006_10