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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 547101Generated: October 30, 2026

Trifluoroacetic acid → (R)-(4'-{1-ethyl-1-[4-(3-hydroxy-4,4-dimethyl-pentyl)-3-methyl-phenyl]-propyl}-2'-methyl-biphenyl-3-yl)hydroxy-acetic acid methyl ester

https://huagongshe.com/reaction/547101

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant(R)-[4'-(1-{4-[3-(t-butyl-dimethyl-silanyloxy)-4,4-dimethyl-pentyl]-3-methyl-phenyl}-1-ethyl-propyl)-2'-methyl-biphenyl-3-yl]-hydroxy-acetic Acid Methyl EsterHCID 57708960—
SolventDichloromethaneHCID 6344—
Product(R)-(4'-{1-ethyl-1-[4-(3-hydroxy-4,4-dimethyl-pentyl)-3-methyl-phenyl]-propyl}-2'-methyl-biphenyl-3-yl)hydroxy-acetic acid methyl esterHCID 5770891087.5%

Reaction Steps

Trifluoroacetic acid (0.04 mL) was added to a solution of (R)-[4′-(1-{4-[3-(t-butyl-dimethyl-silanyloxy)-4,4-dimethyl-pentyl]-3-methyl-phenyl}-1-ethyl-propyl)-2′-methyl-biphenyl-3-yl]-hydroxy-acetic acid methyl ester (Example 156-(2); 3.6 mg, 0.0056 mmol) in dichloromethane (0.20 mL) at room temperature, and the mixture was stirred at room temperature for one hour. The solvent in the reaction solution was distilled off under reduced pressure, and the residue was diluted with diethyl ether. The mixture was adjusted to pH 7 to 8 with aqueous sodium bicarbonate solution, followed by extraction with diethyl ether. The extract was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel chromatography (hexane/ethyl acetate=3/1) to give the title compound (2.6 mg, 87%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07935688B2
Source datasetuspto-grants-2011_05
ORD IDord-f67e837adaa14cbeb971234c7dce3b27
Source noteuspto-grants-2011_05