HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 53896352, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Dansyl chloride | HCID 11801 | — |
| Reactant | HCID 54354360 | HCID 54354360 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 53896352 | HCID 53896352 | 80.4% |
Reaction Steps
A mixture of (R)-3-amino-3-(4-{3-methoxy-4-[3-(2-methylphenyl)ureido]phenylacetylamino}-phenyl)-propanoic acid methyl ester (0.75 g, Reference Example 30), anhydrous tetrahydrofuran (25 ml), dansyl chloride (0.62 g) and triethylamine (1.0 ml) was placed under an atmosphere of argon and stirred at ambient temperature for 4 hours then heated to reflux for 2 hours. The reaction mixture was cooled then filtered. The filtrate was evaporated and the residue was subjected to flash chromatography on silica gel eluting with a mixture of dichloromethane and methanol (49: 1, v/v to give the title compound (0.89 g) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06479519B1 |
| Source dataset | uspto-grants-2002_11 |
| ORD ID | ord-6396235297e243429a92e82001f68472 |
| Source note | uspto-grants-2002_11 |