HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phthalimide → HCID 70087445, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phthalimide | HCID 6809 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | HCID 70089490 | HCID 70089490 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 70087445 | HCID 70087445 | 70.8% |
Reaction Steps
To a solution of benzyl 1-tert-butoxycarbonyl-2-hydroxymethylindole-4-carboxylate (465 mg), phthalimide (179 mg) and triphenylphosphine (640 mg) in tetrahydrofuran (15.0 ml) was added diethyl azodicarboxylate (425 mg) and the mixture was stirred at ambient temperature for 1 hour. The resulting mixture was concentrated in vacuo and the residue was chromatographed on silica gel with n-hexane:ethyl acetate (6:1). The solid was triturated with methanol to give benzyl 1-tert-butoxycarbonyl-2-phthalimidomethylindole-4-carboxylate (440 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06316482B1 |
| Source dataset | uspto-grants-2001_11 |
| ORD ID | ord-7abeee054d8a403b8e0d83c1a5fc7c73 |
| Source note | uspto-grants-2001_11 |