3-(4-(tert-Butoxycarbonyl)piperazin-1-yl)propanoic acid → tert-butyl 4-(2-{3-[(2S,4EZ)-1-([1,1'-biphenyl]-4-ylcarbonyl)-4-(methoxyimino)pyrrolidinyl]-1,2,4-oxadiazol-5-yl}ethyl)-1-piperazinecarboxylate

Participants

Role	Name	HCID	Charge
Reactant	3-(4-(tert-Butoxycarbonyl)piperazin-1-yl)propanoic acid	HCID 2735644	—
Reactant	(2S,4EZ)-1-([1,1'-biphenyl]-4-ylcarbonyl)-N'-hydroxy-4-(methoxyimino)-2-pyrrolidinecarboximidamide	HCID 90995821	—
Product	tert-butyl 4-(2-{3-[(2S,4EZ)-1-([1,1'-biphenyl]-4-ylcarbonyl)-4-(methoxyimino)pyrrolidinyl]-1,2,4-oxadiazol-5-yl}ethyl)-1-piperazinecarboxylate	HCID 58714591	70%

Reaction Steps

Following the general method as outlined in Example 15, starting from (2S,4EZ)-1-([1,1′-biphenyl]-4-ylcarbonyl)-N′-hydroxy-4-(methoxyimino)-2-pyrrolidinecarboximidamide (Intermediate 8) and 3-[4-(tert-butoxycarbonyl)-1-piperazinyl]propanoic acid, the title compound was obtained in 70% yield (78% purity by HPLC).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07115639B2
Source dataset	uspto-grants-2006_10
ORD ID	ord-8738e6f7e6a44b4bbc7e34418d63b33d
Source note	uspto-grants-2006_10