HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 86676230, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Methyl 2-[[(1,1-dimethylethoxy)carbonyl]-2-propen-1-ylamino]-4-pentenoate | HCID 11108397 | — |
| Reactant | Diisobutylaluminumhydride toluene | HCID 86583787 | — |
| Solvent | Potassium sodium tartarate | HCID 9855836 | — |
| Product | HCID 86676230 | HCID 86676230 | 83.9% |
Reaction Steps
To a mixture of methyl 2-[(tert-butoxycarbonyl)(prop-2-en-1-yl)amino]pent-4-enoate (5.0 g) produced above and tetrahydrofuran (100 mL) was added 1M diisobutylaluminum hydride/toluene solution (60 mL) at 0° C., and the mixture was stirred at the same temperature for 15 min. The reaction mixture was diluted with aqueous potassium sodium tartrate solution, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate. Insoluble material was filtered off, and the filtrate was concentrated under reduced pressure to give the title compound (3.76 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09388195B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-73a50d5de7304819bd0f4b6e27a4dbc3 |
| Source note | uspto-grants-2016_07 |