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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Propyl chloroformate | HCID 7998 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyl 3,6-diazabicyclo(3.1.1)heptane-6-carboxylate | HCID 66676870 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(Propoxycarbonyl)-6-(tert-butoxycarbonyl)-3,6-diazabicyclo[3.1.1]heptane | HCID 67235263 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08802694B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-130cd424013e4c3cb090794aa197400f |
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| Source note | uspto-grants-2014_08 |
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