HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → [1-(dibenzyl)phosphoryloxymethyl-1-hydroxymethyl-3-(4-heptyloxy-3-trifluoromethylphenyl)propyl]carbamic Acid Benzyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Perfluorohexane | HCID 9639 | — |
| Reactant | Tetrabenzyl pyrophosphate | HCID 563183 | — |
| Reactant | [1,1-bis(hydroxymethyl)-3-(4-heptyloxy-3-trifluoromethylphenyl)propyl]carbamic Acid Benzyl Ester | HCID 57704545 | — |
| Catalyst | Tetrahexylammonium iodide | HCID 75056 | — |
| Catalyst | Silver(II) oxide | HCID 92152 | — |
| Product | [1-(dibenzyl)phosphoryloxymethyl-1-hydroxymethyl-3-(4-heptyloxy-3-trifluoromethylphenyl)propyl]carbamic Acid Benzyl Ester | HCID 67417982 | — |
Reaction Steps
Compound 2-1 (230 mg), pyrophosphoric acid tetrabenzyl ester (485 mg), silver oxide (208 mg) and tetra-n-hexyl ammonium iodide (433 mg) were added to a mixed solvent of toluene (4 ml), dichloromethane (4 ml) and perfluorohexane (4 ml), and the mixture was stirred at room temperature for 15 hr. Insoluble material was filtered off and the solvent was evaporated under reduced pressure. The residue was purified by preparative HPLC to give the object product (210 mg) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08809304B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-cf6720065eae450ea255bf8545574cdc |
| Source note | uspto-grants-2014_08 |