HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (3R)-3-acetoxy-1-(tert-butoxycarbonyl)-L-proline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | (2S,3R)-3-Hydroxypyrrolidine-2-carboxylic acid, N-BOC protected | HCID 11096439 | — |
| Solvent | Water | HCID 962 | — |
| Product | (3R)-3-acetoxy-1-(tert-butoxycarbonyl)-L-proline | HCID 86699073 | 78% |
Reaction Steps
Pyridine (5 mL) and acetic anhydride (2 mL) were added to N-boc-cis-3-hydroxy-L-proline (400 mg, 1.73 mmol) and the reaction was stirred for 4 hours at room temperature. The reaction was diluted with water, acidified with 1N HCl and extracted with EtOAc. The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford the title compound (370 mg, 78%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08927587B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-0c43d5cde72245ed8f85af6c515c04db |
| Source note | uspto-grants-2015_01 |