HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phthalimide → HCID 19705467, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phthalimide | HCID 6809 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Reactant | HCID 19705520 | HCID 19705520 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 19705467 | HCID 19705467 | 89.2% |
Reaction Steps
A solution of tert-butyl α-(2-hydroxyethyl)-3-(2-methylpropyl)-2-oxo-1-(phenylmethyl)-3-pyrrolidineacetate (435 mg, 1.12 mmol) in dry THF (10 mL) is treated with triphenylphosphine (323 mg, 1.23 mmol), diethylazodicarboxylate (194 μL, 1.23 mmol), and phthalimide (181 mg, 1.23 mmol). The solution is allowed to stir overnight at room temperature under N2. The reaction mixture is concentrated and purified by silica gel chromatography (25 g SG, 20% EtOAc/hexane) to give 518 mg (89%) of the title compound as an off-white, amorphous solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05712300 |
| Source dataset | uspto-grants-1998_01 |
| ORD ID | ord-7d2440bacf684c868ded18679ac417c3 |
| Source note | uspto-grants-1998_01 |