HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → diphenylmethyl (2R)-2-[(1R,5S)-3-phenyl-7-oxo-4-oxa-2,6-diazabicyclo[3,2,0]hept-2-en-6-yl]-3-chloromethyl-3-butenoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Chlorine | HCID 24526 | — |
| Reactant | (R)-Benzhydryl 3-methyl-2-((1R,5S)-7-oxo-3-phenyl-4-oxa-2,6-diazabicyclo[3.2.0]hept-2-en-6-yl)but-3-enoate | HCID 12911969 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | diphenylmethyl (2R)-2-[(1R,5S)-3-phenyl-7-oxo-4-oxa-2,6-diazabicyclo[3,2,0]hept-2-en-6-yl]-3-chloromethyl-3-butenoate | HCID 56996092 | — |
Reaction Steps
A solution of 100 mg of Compound (1a) in ethyl acetate is reacted with a solution (2.0 molar equivalents) of chlorine in carbon tetrachloride at room temperature. The obtained product is treated with 1.2 equivalents of pyridine for 45 minutes under ice cooling, instead of chromatography of silica gel, to yield 110 mg of Compound (7).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04271295 |
| Source dataset | uspto-grants-1981_06 |
| ORD ID | ord-f565c592d07947e6aaf813be632daffd |
| Source note | uspto-grants-1981_06 |