HuagongsheHuagongshe Chemistry Print Report · For research reference only
(R)-Benzyl 3-((tert-butoxycarbonyl)(methyl)amino)pyrrolidine-1-carboxylate → tert-Butyl methyl((3R)-pyrrolidin-3-yl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (R)-Benzyl 3-((tert-butoxycarbonyl)(methyl)amino)pyrrolidine-1-carboxylate | HCID 58940619 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | tert-Butyl methyl((3R)-pyrrolidin-3-yl)carbamate | HCID 7019173 | — |
Reaction Steps
To a stirred solution of benzyl (3R)-3-[(tert-butoxycarbonyl)(methyl)amino]pyrrolidine-1-carboxylate 34a (1.5 g, 5.17 mmole) in MeOH (10 ml) was added Pd(OH)2 on carbon (150 mg). The reaction mixture was under 1 atmosphere of H2 overnight, filtered through celite and concentrated, in vacuo. The residue obtained was used directly in the subsequent reaction without any further purification, vide infra. 1H NMR (300 MHz, CD3OD) δ 4.47 (1H, m), 3.20 (1H, m), 2.91 (2H, m), 2.76 (1H, m), 2.69 (3H, s), 1.89 (1H, m), 1.68 (1H, m), 1.35 (9H, s).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07045528B2 |
| Source dataset | uspto-grants-2006_05 |
| ORD ID | ord-312becc83058448da66cc5bd2cd9b9a2 |
| Source note | uspto-grants-2006_05 |