HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzylamine → tert-butyl (3S,4S)-3-(benzylamino)-4-hydroxypyrrolidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | tert-Butyl 6-Oxa-3-azabicyclo(3.1.0)hexane-3-carboxylate | HCID 10103880 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | tert-butyl (3S,4S)-3-(benzylamino)-4-hydroxypyrrolidine-1-carboxylate | HCID 11277777 | 85.2% |
Reaction Steps
A solution of the epoxide (4.6 g, 24.9 mmol) of step A and benzylamine (5.2 g, 48.6 mmol) in ethanol was stirred at 85° C. overnight. The solvent was removed by concentration under reduced pressure to give a solid. The solid was washed with a mixed solvent of 50% EtOAc/hexanes to provide 6.2 g of the desired compound. MS calculated (M+H)+293. Found 293.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08362003B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-75733712d39c46a29aa50eff8646e6e8 |
| Source note | uspto-grants-2013_01 |