Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Fmoc-Gly-OH | HCID 93124 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | AC-7739 free base | HCID 9796936 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22877916 | HCID 22877916 | 43.5% |
Reaction Steps
Two grams (6.3 mmols) of (Z)-1-(3-amino-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)-ethene, 2.3 g of Fmoc-Gly and 11 g (25 mmols) of a BOP reagent were dissolved in 40 ml of N,N-dimethylformamide, and the mixture was heated at 60° C. for 2 hours. After the reaction mixture was cooled, a saturated aqueous solution of sodium hydrogencarbonate was added thereto. The resulting mixture was extracted three times with dichloromethane. The extract was dried over anhydrous sodium sulfate, and concentrated to dryness under reduced pressure. The product was purified through silica-gel column chromatography (mixture of ethyl acetate and hexane at a ratio by volume of 1:2) to give 1.63 of the final product in a yield of 43.5%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05674906 |
|---|
| Source dataset | uspto-grants-1997_10 |
|---|
| ORD ID | ord-272e797406da49cd9d4a1eafd9e6f103 |
|---|
| Source note | uspto-grants-1997_10 |
|---|