HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 11049946, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | Ethyl 4-[3-(4-hydroxybenzoyl)indol-1-yl]butyrate | HCID 10871843 | — |
| Reactant | (R)-1-(4-isobutylphenyl)pentan-1-ol | HCID 11074925 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 11049946 | HCID 11049946 | 64.4% |
Reaction Steps
To a mixture of ethyl 4-[3-(4-hydroxybenzoyl)indol-1-yl]butyrate (275 mg), (R)-1-(4-isobutylphenyl)pentan-1-ol (179 mg) and triphenylphosphine (213 mg) in a mixture of tetrahydrofuran and toluene (1:4, 10 ml) was added diethyl azodicarboxylate (0.13 ml) at -25° C. After stirring for 1 hour, the reaction mixture was concentrated in vacuo. The concentrate was chromatographed on silica gel using hexane and ethyl acetate (3:1) to give ethyl (S)-4-[3-[4-[1-(4-isobutylphenyl)pentyloxy]benzoyl]indol-1-yl]butyrate (279 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05312829 |
| Source dataset | uspto-grants-1994_05 |
| ORD ID | ord-71772c13e2874332bb37baade288c03c |
| Source note | uspto-grants-1994_05 |