HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N1-[2-(4-cyanophenoxy)-1-methylethyl]-N2-propargyloxycarbonyl-L-valinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | Propargyl chloroformate | HCID 3356829 | — |
| Reactant | N1-[2-(4-cyanophenoxy)-1-methylethyl]-L-valinamide | HCID 22866848 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N1-[2-(4-cyanophenoxy)-1-methylethyl]-N2-propargyloxycarbonyl-L-valinamide | HCID 53651373 | 82.9% |
Reaction Steps
0.2 g of N-methylmorpholine, and subsequently 0.2 g of propargyl chloroformate were added to a suspension containing 0.5 g of N1 -[2-(4-cyanophenoxy)-1-methylethyl]-L-valinamide suspended in 30 ml of methylene chloride at -15° C. The mixture was allowed to sit and warm naturally to room temperature and stirred for 15 hours at room temperature. Water was subsequently added to the reaction mixture. After the methylene chloride layer was washed with water, the organic layer was dried over anhydrous magnesium sulfate and then the methylene chloride was removed under reduced pressure. The residue was purified by column chromatography on silica gel, thus obtaining 0.5 g of the desired product in the form of white powder (yield: 78%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05574064 |
| Source dataset | uspto-grants-1996_11 |
| ORD ID | ord-1a4ebb88aa284fe0b0f483c28fb9959a |
| Source note | uspto-grants-1996_11 |