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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2300636Generated: October 26, 2026

1-(4-Chlorophenyl)butane-1,3-dione → (2S)-2-{[(Z)-3-(4-chlorophenyl)-1-methyl-3-oxo-1-propenyl]amino}-3-{4-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]phenyl}propanoic acid

https://huagongshe.com/reaction/2300636

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(4-Chlorophenyl)butane-1,3-dioneHCID 238083—
Reactant(2S)-2-amino-3-{4-[2-(5-methyl-2-phenyl-1,3oxazol-4-yl)ethoxy]phenyl}propanoic acidHCID 18343040—
Product(2S)-2-{[(Z)-3-(4-chlorophenyl)-1-methyl-3-oxo-1-propenyl]amino}-3-{4-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]phenyl}propanoic acidHCID 69835449—

Reaction Steps

The title compound was prepared (as described above for the preparation of Example 2) from 100 mg (0.27 mmol) of Intermediate 45 and 54 mg (0.27 mmol) of Intermediate 28 to yield 76 mg of Example 24: TLC (DCM/MeOH (4:1): Rf=0.52; 1H NMR (DMSO-d6, 300 MHz) δ11.52 (d, 1H, J=9.6), 7.97 (m, 2H), 7.87 (d, 2H, J=8.6), 7.55 (m, 5H), 7.18 (d, 2H, J=8.5), 6.86 (d, 2H, J=8.5), 5.59 (s, 1H), 4.21 (t, 2H, J=6.1), 4.09 (m, 1H), 3.22 (m, 1H), 2.96 (t, 2H, J=6.1), 2.78 (dd, 1H, J=13.9, 9.4), 2.39 (s, 3H), 1.73 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06498174B1
Source datasetuspto-grants-2002_12
ORD IDord-800176aa37fe4ddab4c2c5d715181432
Source noteuspto-grants-2002_12