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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1859615Generated: October 29, 2026

Trifluoroacetic acid → N-[(1-Methylindole-2-Carbonyl)Valinyl]-3-Amino-4-Oxo-5-Fluoropentanoic Acid

https://huagongshe.com/reaction/1859615

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantAnisoleHCID 7519—
ReactantN-[(1-methylindole-2-carbonyl)valinyl]-3-amino-4-oxo-5-fluoropentanoic acid, t-butyl esterHCID 86584009—
SolventDichloromethaneHCID 6344—
ProductN-[(1-Methylindole-2-Carbonyl)Valinyl]-3-Amino-4-Oxo-5-Fluoropentanoic AcidHCID 1833507072.2%

Reaction Steps

A solution of N-[(1-methylindole-2-carbonyl)valinyl]-3-amino-4-oxo-5-fluoropentanoic acid, t-butyl ester (19 mg, 0.041 mmol) and anisole (0.1 mL) in CH2Cl2 (1 mL) was treated with trifluoroacetic acid (0.5 mL) at room temperature. After 30 min the reaction mixture was concentrated and chased with methylene chloride. The crude residue was triturated with diethyl ether and the solid filtered to afford the title compound as a light brown solid (12 mg, 72% yield). TLC(AcOH:MeOH:CH2Cl2, 1:1:20): Rf=0.59. Mass Spectrum for C20H24FN3O5: [MH]+ 406, [MH]− 404.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06528506B2
Source datasetuspto-grants-2003_03
ORD IDord-3c4d4de1527b42359e1640ffc4d0b492
Source noteuspto-grants-2003_03