HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → Tert-butyl 2-(2-(benzyloxy)-5-((1-methylpiperidin-4-yl)oxy)benzamido)-4-phenylbenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 4-Piperidinol, 1-methyl- | HCID 66048 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | Tert-butyl 2-(2-(benzyloxy)-5-hydroxybenzamido)-4-phenylbenzoate | HCID 66990772 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Tert-butyl 2-(2-(benzyloxy)-5-((1-methylpiperidin-4-yl)oxy)benzamido)-4-phenylbenzoate | HCID 66991124 | — |
Reaction Steps
4-Hydroxy-1-methylpiperidine (0.17 g), triphenylphosphine (0.39 g), and diisopropyl azodicarboxylate (0.30 mL) were added to a tetrahydrofuran (3.0 mL) solution of tert-butyl 2-(2-(benzyloxy)-5-hydroxybenzamido)-4-phenylbenzoate (0.15 g), followed by stirring at room temperature for 3 hours and 20 minutes. The solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography [eluent: 60-50% hexane/ethyl acetate to 100-90% chloroform/methanol] to obtain tert-butyl 2-(2-(benzyloxy)-5-((1-methylpiperidin-4-yl)oxy)benzamido)-4-phenylbenzoate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08492582B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-526ed0b2263741848e819851c2a9134c |
| Source note | uspto-grants-2013_07 |