Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Benzoylacetone | HCID 7166 | — |
| Reactant | Dicyclohexylamine | HCID 7582 | — |
| Reactant | HCID 57116221 | HCID 57116221 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 70170179 | HCID 70170179 | — |
Reaction Steps
A stirred mixture of 5.42 g (20 mmol) o-benzyl-L-tyrosine, 4.4 mL (22 mmol) dicyclohexylamine and 3.24 g (20 mmol) 1-benzoylacetone in 100 mL MeOH was refluxed for 24 h. 500 mL abs. ethanol was then added slowly to the solution and the MeOH was distilled out from the reaction flask with the same rate. The solution was then cooled to 0° C., stirred for 30 min, then filtered. The white solid was washed with 15 mL cold (−20° C.) abs. ethanol three times then dried to yield 7.60 g of the title compound: low resolution MS (FAB+) m/e 597 (MH+), 182 (DCAH+); Anal. (C38H48N2O4) Calcd. C, 76.47; H, 8.10; N, 4.69 Found C, 76.44; H, 8.16; N 4.63.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06294580B1 |
|---|
| Source dataset | uspto-grants-2001_09 |
|---|
| ORD ID | ord-61b8ed09f161416a94d0c648eafb9ffc |
|---|
| Source note | uspto-grants-2001_09 |
|---|