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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 592052Generated: October 30, 2026

Triethylamine → HCID 89738587, compound

https://huagongshe.com/reaction/592052

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantDi-tert-butyl dicarbonateHCID 90495—
Reactantrel-Methyl (1R,2S,3R,4S)-3-amino-7-oxabicyclo[2.2.1]heptane-2-carboxylateHCID 89738585—
SolventAcetonitrileHCID 6342—
ProductHCID 89738587HCID 8973858792.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of (1S,2R,3S,4R)-methyl 3-amino-7-oxabicyclo[2.2.1]heptane-2-carboxylate (11) (500 mg, 2.4 mmol), Et3N (0.85 ml, 6 mmol) and BOC2O (0.66 ml, 2.88 mmol) in acetonitrile was stirred at rt for 2 h and then heated at 80° C. for 30 min when TLC confirmed completion of reaction. Acetonitrile was removed and the crude product was purified by column chromatography using silica gel (100-200 mesh) to afford the desired compound (600 mg, 92%) as a colourless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238656B2
Source datasetuspto-grants-2016_01
ORD IDord-56f1d53e5692499fb547b8ddc7e5ddf1
Source noteuspto-grants-2016_01