HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dicyclohexylcarbodiimide → 1-Oleyl-3-palmitoyl-2-tetradecylthioacetylglycerol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 2-Dimethylaminopyridine | HCID 21885 | — |
| Reactant | 1-Oleyl-3-palmitoylglycerol | HCID 86594445 | — |
| Reactant | HCID 178443127 | HCID 178443127 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-Oleyl-3-palmitoyl-2-tetradecylthioacetylglycerol | HCID 86594446 | 49% |
Reaction Steps
3-oleyl-1-palmitoylglycerol (2 g, 0.003 mol) was dissolved in dichloromethane (150 ml) and dicyclohexylcarbodiimide (1.040 g, 0.005 mol), dimethylaminopyridine (0.616 g, 0.005 mol) and tetradecylthioacetic acid (1.455 g, 0.005 mol) were then added. The mixture was stirred at room temperature for 24 hours. The dicyclohexylurea precipitate was filtered, washed with dichloromethane and the filtrate was concentrated. The residue obtained was purified by silica gel chromatography (eluent:CH2Cl2-cyclohexane 4:6) to give the desired compound as an oil (yield: 49%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07375135B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-66d7bbffe532480ea9adacfd845ee7b3 |
| Source note | uspto-grants-2008_05 |