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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2400915Generated: October 31, 2026

m-Chloroperbenzoic acid → tert-Butyl 6-Oxa-3-azabicyclo(3.1.0)hexane-3-carboxylate

https://huagongshe.com/reaction/2400915

Reaction equation

Participants

RoleNameHCIDCharge
Reactantm-Chloroperbenzoic acidHCID 70297—
Reactanttert-Butyl 2,5-dihydro-1H-pyrrole-1-carboxylateHCID 5148195—
SolventDichloromethaneHCID 6344—
Producttert-Butyl 6-Oxa-3-azabicyclo(3.1.0)hexane-3-carboxylateHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08796256B2
Source datasetuspto-grants-2014_08
ORD IDord-b86d48d410f54e07a592059c5673b396
Source noteuspto-grants-2014_08