HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → HCID 58691113, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Iodomethyl pivalate | HCID 104401 | — |
| Reactant | HCID 58691129 | HCID 58691129 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58691113 | HCID 58691113 | 55.2% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07468364B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-26ab339014fb4b23b471da08779eab95 |
| Source note | uspto-grants-2008_12 |