HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyl (3SR,5SR)-3-(2-chloro-4-fluorophenyl)-5-hydroxy-2-oxopiperidin-1-ylcarbamate → (3SR,5SR)-1-Amino-3-(2-chloro-4-fluorophenyl)-5-hydroxypiperidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl (3SR,5SR)-3-(2-chloro-4-fluorophenyl)-5-hydroxy-2-oxopiperidin-1-ylcarbamate | HCID 86656716 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Product | (3SR,5SR)-1-Amino-3-(2-chloro-4-fluorophenyl)-5-hydroxypiperidin-2-one | HCID 67344225 | — |
Reaction Steps
To tert-butyl (3SR,5SR)-3-(2-chloro-4-fluorophenyl)-5-hydroxy-2-oxopiperidin-1-ylcarbamate (1.67 g, 4.7 mmol) was added HCl (10 mL, 4 N in dioxane) and the reaction stirred for 1 hour. The reaction was then concentrated to dryness, redissolved in dichloromethane, washed with sodium hydrogen carbonate, dried with sodium sulfate and the solvent was evaporated in vacuo afford the title compound was obtained as a light yellow crystalline solid (1.11 g, 92%). MS ISP (m/e): 259.1 [(M+H)+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08486967B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-e8ed8d671e6e418ca91eee299954afc6 |
| Source note | uspto-grants-2013_07 |