4-Phenylbenzoyl chloride → (2S,4EZ)-1-([1,1'-biphenyl]-4-ylcarbonyl)-N-[(2RS)-2-hydroxy-3-(4-methoxyphenoxy)propyl]-4-(methoxyimino)-2-pyrolidinecarboxamide

Participants

Role	Name	HCID	Charge
Reactant	4-Phenylbenzoyl chloride	HCID 84151	—
Reactant	1-Amino-3-(4-methoxyphenoxy)propan-2-ol	HCID 2735360	—
Reactant	(2S,4EZ)-1(tert-butoxycarbonyl)-4-(methoxyimino)-2-pyrrolidinecarboxylic acid	HCID 58714586	—
Product	(2S,4EZ)-1-([1,1'-biphenyl]-4-ylcarbonyl)-N-[(2RS)-2-hydroxy-3-(4-methoxyphenoxy)propyl]-4-(methoxyimino)-2-pyrolidinecarboxamide	HCID 131726386	—

Reaction Steps

Following the general method as outlined in Example 22, starting from (2S,4EZ)-1-(tert-butoxycarbonyl)-4-(methoxyimino)-2-pyrrolidinecarboxylic acid, [1,1′-biphenyl]-4-carbonyl chloride, and (2RS)-1-amino-3-(4-methoxyphenoxy)-2-propanol, the title compound was obtained in 81% purity by HPLC. MS(ESI+): m/z=518.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07211601B2
Source dataset	uspto-grants-2007_05
ORD ID	ord-d2a785233d8e48a5bb35041f33418b6b
Source note	uspto-grants-2007_05