HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → Tert-butyl 3-acetamido-4-hydroxypyrrolidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | (3R,4R)-3-Amino-1-Boc-4-hydroxypyrrolidine | HCID 11275699 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Tert-butyl 3-acetamido-4-hydroxypyrrolidine-1-carboxylate | HCID 68711974 | — |
Reaction Steps
To a stirred solution of tert-butyl trans-3-amino-4-hydroxypyrrolidine-1-carboxylate (500 mg, the compound of Step A, Intermediate 15), in dichloromethane (20 mL) at 0° C. was added acetic anhydride (0.24 mL) and stirring continued for 1 h. The reaction mixture was quenched with saturated sodium bicarbonate (40 mL), extracted with dichlomethane (4×20 mL). The organic layer was dried over anhydrous sodium sulfate, filtered and evaporated to yield the title compound which was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07750034B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-928753ba6bc34d9f95ccd96d217d0dc2 |
| Source note | uspto-grants-2010_07 |