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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2223330Generated: November 2, 2026

Acetic Anhydride → (5S,7S)-5-(4-Cyanobenzyl)-3-(3,5-dichlorophenyl)-7-acetylamino-1,3-diazabicyclo[3.3.0]octane-2,4-dione

https://huagongshe.com/reaction/2223330

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
Reactant(5S,7S)-5-(4-cyanobenzyl)-3-(3,5-dichlorophenyl)-7-amino-1,3-diazabicyclo[3.3.0]octane-2,4-dioneHCID 11281440—
SolventTetrahydrofuranHCID 8028—
Product(5S,7S)-5-(4-Cyanobenzyl)-3-(3,5-dichlorophenyl)-7-acetylamino-1,3-diazabicyclo[3.3.0]octane-2,4-dioneHCID 10195242—

Reaction Conditions

Temperature45 °C

Reaction Steps

To a solution of (5S,7S)-5-(4-cyanobenzyl)-3-(3,5-dichlorophenyl)-7-amino-1,3-diazabicyclo[3.3.0]octane-2,4-dione (78.5 mg) in THF (5 mL) was added acetic anhydride (1.0 mL). The reaction mixture was stirred for 2 hours at 45° C., and the mixture was concentrated and purified by preparative thin-layer chromatography (silica gel; CH2Cl2) to afford the titled compound (84 mg). MS (m/z) 478.8 (MNa+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07375128B2
Source datasetuspto-grants-2008_05
ORD IDord-41f028250b5a4cb1ad1bec24eeabdc6e
Source noteuspto-grants-2008_05