HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Benzyl 6-azido-3-dipropylamino-1-azabicyclo[3.2.0]hept-2-en-7-one-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Dipropylamine | HCID 8902 | — |
| Reactant | Benzyl 6-azido-3-toluenesulfonyloxy-1-azabicyclo[3.2.0]hept-2-en-7-one-2-carboxylate | HCID 131711852 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Benzyl 6-azido-3-dipropylamino-1-azabicyclo[3.2.0]hept-2-en-7-one-2-carboxylate | HCID 23347596 | — |
Reaction Steps
A solution of benzyl 6-azido-3-toluenesulfonyloxy-1-azabicyclo[3.2.0]hept-2-en-7-one-2-carboxylate (0.1 mmol) in anhydrous dimethylformamide (1 ml) is cooled in an ice-bath and stirred while triethylamine (0.2 mmol) and dipropylamine (0.12 mmol) are added. The resulting solution is allowed to warm to room temperature and kept there overnight. The solution is diluted with ethylacetate, washed with water, pH 3 phosphate buffer, 5% sodium bicarbonate solution, and brine, dried with magnesium sulfate, filtered, and evaporated under vacuum to afford benzyl 6-azido-3-dipropylamino-1-azabicyclo[3.2.0]hept-2-en-7-one-2-carboxylate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04217453 |
| Source dataset | uspto-grants-1980_08 |
| ORD ID | ord-6e5e3f3198b74de0b0d9fa8a1b8044e1 |
| Source note | uspto-grants-1980_08 |