HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → N~2~-(tert-Butoxycarbonyl)-L-leucinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | L-Leucine, N-((1,1-dimethylethoxy)carbonyl)- | HCID 83170 | — |
| Reactant | Di-tert-butyl dicarbonate | HCID 90495 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | N~2~-(tert-Butoxycarbonyl)-L-leucinamide | HCID 7201299 | 86% |
Reaction Steps
A mixture of (S)-2-(tert-butoxycarbonylamino)-4-methylpentanoic acid (1.8 g), di-tert-butyl dicarbonate (CAN:24424-99-5, 12 mmol) and pyridine (3 mL) in CH3CN (50 mL) was stirred at room temperature for 20 min. Ammonium hydroxide solution (25%-28% NH3, 15 mL) was added dropwise during 30 min. The resulting reaction mixture was stirred overnight. During the removal of solvents, the product precipitated, was collected by filtration and dried to give the target compound as a white solid (1.55 g, 86%). MS (D): m/e=253.2 [M+Na]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09321727B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-f8333145fa184fad96438342fc746306 |
| Source note | uspto-grants-2016_04 |