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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 362498Generated: October 31, 2026

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

https://huagongshe.com/reaction/362498

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 treated with TFA (1 mL), and the resultant reaction mixture was stirred for one hour under a 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 a white powder (100 mg). TLC: (methylene chloride/methanol/acetic acid, 20:1:1): Rf =0.38, MS (EI) for C25H26FN3O5 : MH+ =468; (M-H)- =466.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05869519
Source datasetuspto-grants-1999_02
ORD IDord-54d7e9a76510422e872b7a4e703988a4
Source noteuspto-grants-1999_02