HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2208146Generated: October 26, 2026
Sodium Azide → tert-butyl [(1S,3S)-3-azidocyclopentyl]carbamate
https://huagongshe.com/reaction/2208146
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | (1R,3S)-3-[(tert-butoxycarbonyl)amino]cyclopentyl methanesulfonate | HCID 86608906 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | tert-butyl [(1S,3S)-3-azidocyclopentyl]carbamate | HCID 86608905 | — |
Reaction Steps
Crude product from example C4 is dissolved in dry DMF (180 mL). After addition of sodium azide (11.7 g; 180.0 mmol) the reaction mixture is stirred for three days at 60° C. After filtration the reaction mixture is concentrated under reduced pressure, diluted with dichloromethane, extracted with water, half saturated brine and dried over MgSO4. After column chromatography on silica gel (cyclohexane/AcOEt—9:1) 11.8 g of the title compound is obtained as pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09376442B2 |
|---|
| Source dataset | uspto-grants-2016_06 |
|---|
| ORD ID | ord-d0d091f1a2a7424e8db91453c861b326 |
|---|
| Source note | uspto-grants-2016_06 |
|---|
