HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → Methyl 2-(5-(tert-butoxycarbonylamino)pentyloxy)-4-fluorobenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | Methyl 4-fluorosalicylate | HCID 2775386 | — |
| Reactant | 5-(Boc-amino)-1-pentanol | HCID 4456136 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 2-(5-(tert-butoxycarbonylamino)pentyloxy)-4-fluorobenzoate | HCID 67448370 | — |
Reaction Steps
The reaction was carried out under N2 atmosphere. Triphenyl phosphine (0.52 mol) was added to a solution of methyl 4-fluoro-2-hydroxybenzoate (0.47 mol), tert-butyl 5-hydroxypentylcarbamate (0.47 mol) and diisopropyl azodicarboxylate (DIAD; 0.94 mol) in THF (1 l) dropwise at −20° C. The reaction mixture was allowed to warm to room temperature and stirred at room temperature for 2 h. The resulting mixture was used directly in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08716293B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-fd80c91715fe4bbeb99bef8656c02dca |
| Source note | uspto-grants-2014_05 |