HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → Tert-butyl 3-aminoazetidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Benzhydrylamine | HCID 7036 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Di-tert-butyl dicarbonate | HCID 90495 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 178455850 | HCID 178455850 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | Tert-butyl 3-aminoazetidine-1-carboxylate | HCID 1516507 | — |
Reaction Steps
Key: (a) benzhydrylamine, MeOH, 72 hours, 23° C., then reflux 72 hours; (b) MeOH, EtOH (1:1), Pd(OH)2 (20%), 12 hours; (c) Boc2O, sat. NaHCO3, 24 hours; (d) MsCl, Et3N, CH2Cl2, 1 hour, 83%; (e) NaN3, DMF, 70° C., 72 hours, then H2, Pd—C (10%), MeOH, 5–6 hours, quantitative.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07157489B2 |
| Source dataset | uspto-grants-2007_01 |
| ORD ID | ord-b77e7b11b1d2444cafd2756be43a0a71 |
| Source note | uspto-grants-2007_01 |