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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2297054Generated: October 25, 2026

4-Fluorophenol → N-[(1-methyl-3-isobutyl-indole-2-cabonyl)valinyl]-3-amino-4-oxo-5-(4-fluorophenyloxy)-pentanoic Acid, tert-butyl Ester

https://huagongshe.com/reaction/2297054

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-FluorophenolHCID 9732—
ReactantPotassium FluorideHCID 522689—
ReactantEthyl acetate hexaneHCID 21226206—
ReactantN-[(1-methyl-3-isobutyl-indole-2-cabonyl)valinyl]-3-amino-5-bromo-4-oxo-pentanoic acid, tert-butyl esterHCID 86756359—
SolventDimethylformamideHCID 6228—
ProductN-[(1-methyl-3-isobutyl-indole-2-cabonyl)valinyl]-3-amino-4-oxo-5-(4-fluorophenyloxy)-pentanoic Acid, tert-butyl EsterHCID 86756360100%

Reaction Steps

The titled product (72 mg, 100%) was prepared as a white solid as described in Example 82 using the product of Example 81 (68.0 mg, 0.12 mmol), potassium fluoride (15.6 mg, 0.27 mmol), and 4-fluorophenol (13.4 mg, 0.12 mmol) in DMF (2.0 ml) TLC (hexane/EtOAc, 50/50): Rf=0.48.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06489353B2
Source datasetuspto-grants-2002_12
ORD IDord-94529e0aeb8b4961b8616742d674b5ca
Source noteuspto-grants-2002_12