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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2076648Generated: October 30, 2026

(4'-{[2-(tert-Butoxycarbonyl)-3-hydroxy-4-(trifluoromethyl)benzyl]oxy}-2-nitro-1,1'-biphenyl-4-yl)acetic acid → (2-Amino-4'-{[2-(tert-butoxycarbonyl)-3-hydroxy-4-(trifluoromethyl)benzyl]oxy}-1,1'-biphenyl-4-yl)acetic acid

https://huagongshe.com/reaction/2076648

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(4'-{[2-(tert-Butoxycarbonyl)-3-hydroxy-4-(trifluoromethyl)benzyl]oxy}-2-nitro-1,1'-biphenyl-4-yl)acetic acidHCID 11570241—
SolventMethanolHCID 887—
Product(2-Amino-4'-{[2-(tert-butoxycarbonyl)-3-hydroxy-4-(trifluoromethyl)benzyl]oxy}-1,1'-biphenyl-4-yl)acetic acidHCID 11540867—

Reaction Steps

Rhodium-alumina (Rh 5%) (100 mg) was added to a solution of (4′-{[2-(tert-butoxycarbonyl)-3-hydroxy-4-(trifluoromethyl)benzyl]oxy}-2-nitro-1,1′-biphenyl-4-yl)acetic acid (130 mg, 0.237 mmol) obtained in Example (37-2) in methanol (4 ml), and the mixture was stirred at room temperature under a hydrogen atmosphere for 2 days. The insolubles were removed by filtration through Celite and the filtrate was concentrated. The obtained residue was purified by silica gel preparative thin layer chromatography (developing solvent: methylene chloride/methanol=20/1) to give the title compound as a yellow amorphous compound (63 mg, yield: 51%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07923573B2
Source datasetuspto-grants-2011_04
ORD IDord-c49fa2290e5f49ed8de0e01bab4f3169
Source noteuspto-grants-2011_04