HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (S)-tert-butyl 7-(((benzyloxy)carbonyl)amino)-7-(5-(2-methoxyquinolin-3-yl)oxazol-2-yl)heptanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | (S)-tert-butyl 7-(((benzyloxy)carbonyl)amino)-8-((2-(2-methoxyquinolin-3-yl)-2-oxoethyl)amino)-8-oxooctanoate | HCID 90119771 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (S)-tert-butyl 7-(((benzyloxy)carbonyl)amino)-7-(5-(2-methoxyquinolin-3-yl)oxazol-2-yl)heptanoate | HCID 90119905 | — |
Reaction Steps
PPh3 (2.0 eq.) and C2Cl6 (2.0 eq.) were dissolved in DCM (0.72 M) at room temperature and Et3N (4.0 eq.) was added, followed after 5 min of stirring by dropwise addition of a solution of F3 in DCM (0.36 M). The mixture was stirred at room temperature for 1 h and then was diluted with DCM, washed with brine, dried (Na2SO4), filtered and concentrated under reduced pressure. Crude was purified by column chromatography (eluent: Petroleum ether/EtOAc from 94:6 to 2:3) to give the title compound as orange oil. MS (ES+) C32H37N3O6: 560 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09365541B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-79fa30dd6b064182a1f80ddca50627ad |
| Source note | uspto-grants-2016_06 |