HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (3R,4R)-ethyl 4-(benzyloxycarbonyl)piperidine-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | (3R,4R)-1-tert-butyl 3-ethyl 4-(benzyloxycarbonyl)piperidine-1,3-dicarboxylate | HCID 66952821 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (3R,4R)-ethyl 4-(benzyloxycarbonyl)piperidine-3-carboxylate | HCID 86609245 | 54.3% |
Reaction Steps
A solution of 254A (243 mg, 0.60 mmol) in CH2Cl2 (3 mL) at 0° C. was treated with trifluoroacetic acid (0.3 mL). The reaction was stirred at room temperature for one hour, then concentrated to an oil. The crude amine was dissolved in EtOAc (10 mL), washed with saturated aqueous NaHCO3 and dried (Na2SO4), filtered and concentrated in vacuo. The product was purified by flash chromatography (10% MeOH/CH2Cl2) on silica gel to afford 95 mg (yield: 52%) of Compound 254B.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07297695B2 |
| Source dataset | uspto-grants-2007_11 |
| ORD ID | ord-515acd33ea0f49c688e0e1473be094d5 |
| Source note | uspto-grants-2007_11 |