HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → N-[[1-[(2-Furanylcarbonyl)amino]cyclohexyl]carbonyl]-L-valine ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Ethyl L-valinate hydrochloride | HCID 87181 | — |
| Reactant | 2-(2-Furanyl)-3-oxa-1-azaspiro[4.5]dec-1-en-4-one | HCID 24739960 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-[[1-[(2-Furanylcarbonyl)amino]cyclohexyl]carbonyl]-L-valine ethyl ester | HCID 57672852 | — |
Reaction Steps
30 ml of dimethylformamide was added to a flask placed with 5 g (27 mmol) of L-valine ethyl ester hydrochloride and 5 g (22.8 mmol) of 2-(2-furanyl)-3-oxa-1-azaspiro[4.5]dec-1-en-4-one. Then, 3.53 g (27.4 mmol) of diisopropylethylamine was added thereto, and the mixture was stirred for 3 days. After the solvent was distilled off under reduced pressure, ethyl acetate was added thereto, and the mixture was successively washed with a 10% aqueous potassium hydrogensulfate solution and saturated brine, followed by drying with sodium sulfate. After the solvent was distilled off under reduced pressure, it was purified by silica gel chromatography to obtain 8.3 g (quantitative) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08481725B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-e343d94757ec40dda36001684bbe41aa |
| Source note | uspto-grants-2013_07 |