HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 7019898, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile | HCID 93865 | — |
| Reactant | 13589-02-1 | HCID 6351946 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 7019898 | HCID 7019898 | 144.5% |
Reaction Steps
To a solution of L-Pro-L-Phe (1.0 g, 3.8 mmol) and triethylamine (0,794 ml, 5.7 mmol) in 1:1 water:acetone (38 ml) was added Boc-ON (1.13 g, 4.6 mmol), and the reaction mixture stirred at room temperature for 9 hours. Acetone was removed by evaporation under reduced pressure and the resulting aqueous solution diluted with a solution of saturated sodium bicarbonate and then washed with ether. The remaining aqueous phase was acidified to pH 2.0 and extensively extracted with ethyl acetate. The combined organic layers were dried over MgSO4 and concentrated to yield 1.99 g of N-Boc-L-Pro-L-Phe as a white glassy solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05447915 |
| Source dataset | uspto-grants-1995_09 |
| ORD ID | ord-5f7d86fc86cc451694bc03833cc93d39 |
| Source note | uspto-grants-1995_09 |