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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2297050Generated: October 31, 2026

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

https://huagongshe.com/reaction/2297050

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantN-[(1-Phenylindole-2-Carbonyl)Valinyl]-3-Amino-4-Oxo-5-Fluoropentanoic Acid, t-Butyl EsterHCID 86584008—
SolventDichloromethaneHCID 6344—
SolventAnisoleHCID 7519—
ProductN-[(1-Phenylindole-2-Carbonyl)Valinyl]-3-Amino-4-Oxo-5-Fluoropentanoic AcidHCID 2294239272.7%

Reaction Steps

A solution of N-[(1-phenylindole-2-carbonyl)valinyl]-3-amino-4-oxo-5-fluoropentanoic acid, t-butyl ester (154 mg) in anisole (0.2 mL) and methylene chloride (2 mL) was treat d with TFA (1 mL), and the resultant reaction mixture was stirred for one hour under nitrogen atmosphere at room temperature. The reaction mixture was concentrated and chased with methylene chloride, then triturated with ether to yield the title product as white powder (100 mg). TLC (methylene chloride/methanol/acetic acid, 20:1:1): Rf=0.38, MS for C25H26FN3O5: MH+=468; (M−H)+=466.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06489353B2
Source datasetuspto-grants-2002_12
ORD IDord-25d58355060f460f94b56480706a7f9a
Source noteuspto-grants-2002_12