HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 12132428, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 1H-indol-4-ol | HCID 75421 | — |
| Reactant | Prolinol | HCID 90908 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Product | HCID 12132428 | HCID 12132428 | — |
Reaction Steps
A solution of 4-hydroxyindole (1.33 g, 10.0 mmol), (S)-(−)-1-t-butoxycarbonyl)-2-pyrrolidine methanol (4.02 g, 20.0 mmol) and triphenylphosphine (5.3 g, 20.0 mmol) in THF is treated with diethyl azodicarboxylate (3.2 ML, 20.0 mmol) under nitrogen at room temperature, stirred for 2 h at room temperature and concentrated in vacuo. The resultant residue is purified by flash chromatography (silica gel, EtOAc/hexane: 20/80) to give the title compound as a white solid, 1.5 g, mp 40-41° C., identified by NMR and mass spectral analyses.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06831094B2 |
| Source dataset | uspto-grants-2004_12 |
| ORD ID | ord-813be9f1938e4c76943440f47ba6527f |
| Source note | uspto-grants-2004_12 |