HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → Benzyl (azetidin-3-ylmethyl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | tert-Butyl 3-((((benzyloxy)carbonyl)amino)methyl)azetidine-1-carboxylate | HCID 45072305 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Benzyl (azetidin-3-ylmethyl)carbamate | HCID 44118830 | 95% |
Reaction Steps
To a solution of 1,1-dimethylethyl 3-[({[(phenylmethyl)oxy]carbonyl}amino)methyl]-1-azetidinecarboxylate (17.2 mmoles, 5.5 g) in DCM (100 mL) at RT was added TFA (50 mL). After 2 h, the reaction solution was concentrated under vacuum and purified on silica (CHCl3/MeOH, 9:1 containing 5% NH4OH) to give the title compound (3.59 g, 95%) as a light yellow oil: LC-MS (ES) m/e 221 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07655648B2 |
| Source dataset | uspto-grants-2010_02 |
| ORD ID | ord-7f3458304b6644589adc03924981bed1 |
| Source note | uspto-grants-2010_02 |