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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2376675Generated: October 30, 2026

Diethyl Ether → HCID 58691113, compound

https://huagongshe.com/reaction/2376675

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantIodomethyl pivalateHCID 104401—
ReactantHCID 58691129HCID 58691129—
SolventDimethylformamideHCID 6228—
ProductHCID 58691113HCID 5869111355.2%

Reaction Steps

To sodium (5R,6S)-3-(3-fluoro-4-methoxyphenyl)-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate (100 mg) in DMF (3 mL) was added at 0° C. pivaloyloxymethyl iodide (77 mg), and the mixture was stirred for 15 minutes. To the reaction mixture was added diethyl ether (50 mL), and the mixture was washed with saturated brine (50 mL×3times), dried over magnesium sulfate, filtered, and the solvent was removed in vacuo. The residue was purified under silica gel column chromatography (chloroform:methanol=100:0˜100:3) to give [(2,2-dimethylpropanoyl)oxy]methyl (5R,6S)-3-(3-fluoro-4-methoxyphenyl)-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate (70 mg, 55%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07468364B2
Source datasetuspto-grants-2008_12
ORD IDord-26ab339014fb4b23b471da08779eab95
Source noteuspto-grants-2008_12