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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1052898Generated: October 23, 2026

Water → 3-[3-Benzyloxy-3-(4-fluoro-phenyl)-propyl]-4-(4-benzyloxy-phenyl)-1-(4-fluoro-phenyl)-azetidin-2-one

https://huagongshe.com/en/reaction/1052898

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTolueneHCID 1140—
Reactanttrimethylsilyl N-trimethylsilylethanimidateHCID 25248—
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant5-Benzyloxy-2-[(4-benzyloxy-phenyl)-(4-fluoro-phenylamino)-methyl]-5-(4-fluoro-phenyl)-pentanoic acid methyl esterHCID 66713420—
Product3-[3-Benzyloxy-3-(4-fluoro-phenyl)-propyl]-4-(4-benzyloxy-phenyl)-1-(4-fluoro-phenyl)-azetidin-2-oneHCID 66713280—

Reaction Steps

2 gms of 5-Benzyloxy-2-[(4-benzyloxy-phenyl)-(4-fluoro-phenylamino)-methyl]-5-(4-fluoro-phenyl)-pentanoic acid methyl ester was dissolved in 20 ml of toluene and stirred at room temperature for 5-20 minutes. To the reaction mass 2.39 ml of N,O-Bis-(trimethylsilyl)-acetamide was added and temperature was raised to 40-60° C. To this 0.04 gms of Tetra butyl ammonium fluoride was added and reaction was monitored by TLC. Water was added and organic fraction was distilled to get 1.5 gms of 3-[3-Benzyloxy-3-(4-fluoro-phenyl)-propyl]-4-(4-benzyloxy-phenyl)-1-(4-fluoro-phenyl)-azetidin-2-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388440B2
Source datasetuspto-grants-2016_07
ORD IDord-17fd14a86c0e44c4959782ed675e4770
Source noteuspto-grants-2016_07