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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2403708Generated: October 29, 2026

Propyl chloroformate → 3-(Propoxycarbonyl)-6-(tert-butoxycarbonyl)-3,6-diazabicyclo[3.1.1]heptane

https://huagongshe.com/reaction/2403708

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropyl chloroformateHCID 7998—
ReactantTriethylamineHCID 8471—
Reactanttert-Butyl 3,6-diazabicyclo(3.1.1)heptane-6-carboxylateHCID 66676870—
SolventDichloromethaneHCID 6344—
Product3-(Propoxycarbonyl)-6-(tert-butoxycarbonyl)-3,6-diazabicyclo[3.1.1]heptaneHCID 67235263—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 6-(tert-butoxycarbonyl)-3,6-diazabicyclo[3.1.1]heptane (2) (50 mg, 0.25 mmol) in 5 mL of methylene chloride was added triethylamine (67 μL, 0.5 mmol) and the solution was cooled to 0° C. Propyl chloroformate (31 μL, 27.5 mmol) was added and the solution was stirred for 1 h. The solvent was removed in vacuo and the residue was washed with 50 mM sodium acetate in methylene chloride solution. The solution was stirred 10 min and passed through a phase separator. The solvent was removed in vacuo to give crude 3-(propoxycarbonyl)-6-(tert-butoxycarbonyl)-3,6-diazabicyclo[3.1.1]heptane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08802694B2
Source datasetuspto-grants-2014_08
ORD IDord-130cd424013e4c3cb090794aa197400f
Source noteuspto-grants-2014_08