HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → Benzyl-(2S)-2-aminocarbonyl4,4-difluoropyrrolidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Ammonium Bicarbonate | HCID 14013 | — |
| Reactant | Di-tert-butyl dicarbonate | HCID 90495 | — |
| Reactant | (S)-1-((Benzyloxy)carbonyl)-4,4-difluoropyrrolidine-2-carboxylic acid | HCID 53909714 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | Benzyl-(2S)-2-aminocarbonyl4,4-difluoropyrrolidine-1-carboxylate | HCID 58786847 | — |
Reaction Steps
To a stirred solution of 1-[(benzyloxy)carbonyl]-4,4-difluoro-L-proline, pyridine (0.6 eq.) and di-t-butyl dicarbonate (1.3 eq) in dioxane, ammonium bicarbonate (1.26 eq) was added and the mixture was stirred at room temperature for 20 hours. Dioxane was concentrated and the residue dissolved in ethyl acetate and washed with HCl 1 N, saturated aqueous NaHCO3 and brine, dried over Na2SO4, filtered and evaporated in vacuo to obtain a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07820660B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-80fba971d930416ab7a37d079e3b4cfc |
| Source note | uspto-grants-2010_10 |