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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 3698Generated: October 28, 2026

Toluene → 2-{2-[2-(1-Carboxy-2-methyl-butylcarbamoyl)-6-fluoro-phenyldisulfanyl]-3-fluoro-benzoylamino}-3-methyl-pentanoic acid

https://huagongshe.com/reaction/3698

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantTrifluoroacetic acidHCID 6422—
ReactantAnisoleHCID 7519—
Reactant2-[2-[2-(1-Tert-butoxycarbonyl-2-methyl-butylcarbamoyl)-6-fluorophenyldisulfanyl]-3-fluoro-benzoylamino]-3-methylpentanoic acid tert butyl esterHCID 76125851—
SolventDichloromethaneHCID 6344—
Product2-{2-[2-(1-Carboxy-2-methyl-butylcarbamoyl)-6-fluoro-phenyldisulfanyl]-3-fluoro-benzoylamino}-3-methyl-pentanoic acidHCID 5379206744%

Reaction Steps

To a solution of [S-(R*,R*)]-2-[2-[2-(1-tert-butoxycarbonyl-2-methyl-butylcarbamoyl)-6-fluorophenyldisulfanyl]-3-fluoro- benzoylamino]-3-methylpentanoic acid tert butyl ester (0.6 g ,0.8 mmol) and anisole (1 ml) in 10 mL dichloromethane at 0° C., was added dropwise 10 mL trifluoroacetic acid. The mixture was allowed to warm to ambient temperature. After 4 hours, 5 mL toluene was added and the solvents were removed in vacuo. The crude product was recrystallized from methanol/water to yield 0.2 g of the title compound, mp 188°-190° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05734081
Source datasetuspto-grants-1998_03
ORD IDord-58247be6c9cf4f31b764ec27ffb99a3b
Source noteuspto-grants-1998_03