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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 3699Generated: October 29, 2026

Trifluoroacetic acid → 2-{2-[2-(1-Carboxy-3-methyl-butylcarbamoyl)-5-fluoro-phenyldisulfanyl]-4-fluorobenzoylamino}-4-methyl-pentanoic acid

https://huagongshe.com/reaction/3699

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantAnisoleHCID 7519—
Reactant2-[2-[2-(1-tert-Butoxycarbonyl-3-methylbutylcarbamoyl)-5-fluoro-phenyldisulfanyl]-4-fluorobenzoylamino]-4-methyl-pentanoic acid tert-butyl esterHCID 54256337—
SolventDichloromethaneHCID 6344—
Product2-{2-[2-(1-Carboxy-3-methyl-butylcarbamoyl)-5-fluoro-phenyldisulfanyl]-4-fluorobenzoylamino}-4-methyl-pentanoic acidHCID 7613614662.5%

Reaction Steps

This compound was prepared according to the procedure described in Example 50 using [S-(R*,R*)]-2-[2-[2-(1-tert-butoxycarbonyl-3-methyl-butylcarbamoyl)-5-fluoro-phenyldisulfanyl]-4-fluorobenzoylamino]-4-methyl-pentanoic acid tert-butyl ester (3.1 g, 4.5 mmol) from Example 27, 30 mL dichloromethane, 30 mL trifluoroacetic acid, and 3.0 mL anisole. The crude product was recrystallized from dimethylformamide/methanol/water to afford 1.6 g of the title compound, mp 261°-262° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05734081
Source datasetuspto-grants-1998_03
ORD IDord-0b2fa86f98d3442e988c60a6a17094fb
Source noteuspto-grants-1998_03