(1,1'-Biphenyl)-4-sulphonyl chloride → (2S,4EZ)-1-([1,1'-biphenyl]-4-ylsulfonyl)-N-[(2RS)-2-hydroxy-2-(2 naphthyl)ethyl]-4-(methoxyimino)-2-pyrrolidinecarboxamide

Participants

Role	Name	HCID	Charge
Reactant	(1,1'-Biphenyl)-4-sulphonyl chloride	HCID 74192	—
Reactant	2-Amino-1-(naphthalen-2-yl)ethan-1-ol	HCID 2735379	—
Reactant	(2S,4EZ)-1(tert-butoxycarbonyl)-4-(methoxyimino)-2-pyrrolidinecarboxylic acid	HCID 58714586	—
Product	(2S,4EZ)-1-([1,1'-biphenyl]-4-ylsulfonyl)-N-[(2RS)-2-hydroxy-2-(2 naphthyl)ethyl]-4-(methoxyimino)-2-pyrrolidinecarboxamide	HCID 131725591	—

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-sulfonyl chloride, and (1RS)-2-amino-1-(2-naphthyl)ethanol, the title compound was obtained in 77% purity by HPLC. MS(ESI+): m/z=544.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07018988B2
Source dataset	uspto-grants-2006_03
ORD ID	ord-fa34645f3d6140b19fa500c0d4d9ec73
Source note	uspto-grants-2006_03