HuagongsheHuagongshe Chemistry Print Report · For research reference only
m-Chloroperbenzoic acid → tert-Butyl 6-Oxa-3-azabicyclo(3.1.0)hexane-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | tert-Butyl 2,5-dihydro-1H-pyrrole-1-carboxylate | HCID 5148195 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | tert-Butyl 6-Oxa-3-azabicyclo(3.1.0)hexane-3-carboxylate | HCID 10103880 | — |
Reaction Steps
To a solution of 2,5-dihydropyrrole-1-carboxylic acid tert-butyl ester (30 mmol) in DCM (50 mL) was added 40% MCPBA (1 equiv) and the resulting mixture was stirred at rt for 24 h. The solution was then extracted with aq. NaHCO3, dried (Na2SO4) and concentrated. Purification of the residue by silica gel chromatography (1-30% EtOAc in heptanes) afforded 6-oxa-3-azabicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl ester as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08796256B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-b86d48d410f54e07a592059c5673b396 |
| Source note | uspto-grants-2014_08 |