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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1529555Generated: November 4, 2026

Sodium Carbonate → tert-Butyl 7-Oxa-3-azabicyclo(4.1.0)heptane-3-carboxylate

https://huagongshe.com/reaction/1529555

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantSodium ThiosulfateHCID 24477—
Reactantm-Chloroperbenzoic acidHCID 70297—
Reactanttert-Butyl 3,6-dihydropyridine-1(2H)-carboxylateHCID 13094787—
SolventDichloromethaneHCID 6344—
Producttert-Butyl 7-Oxa-3-azabicyclo(4.1.0)heptane-3-carboxylateHCID 21991116100.4%

Reaction Steps

A solution of 3-chloroperoxybenzoic acid (2.96 g, 12.0 mmol) in DCM (20 mL) was added to a solution of N-boc-1,2,3,6-tetrahydropyridine (2.0 g, 10.9 mmol) in DCM (10 mL) at 0° C. The mixture was stirred at room temperature overnight and then a 10% solution of Na2S2O3 was added and the mixture basified with a saturated solution of Na2CO3. The organic layer was separated, dried (Na2SO4), filtered and the solvent evaporated in vacuo to yield 7-oxa-3-azabicyclo[4.1.0]heptane-3-carboxylic acid 1,1-dimethylethyl ester (2.18 g, 100% yield) that was used in the next step without further purification. C10H17NO3 GCMS (EI): Rt 8.96, MW (theor) 199; m/z [M]+ 199 (using method, GC-MS Method 1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090632B2
Source datasetuspto-grants-2015_07
ORD IDord-d6038721fdd3474ba976e8f9e9457ec5
Source noteuspto-grants-2015_07