Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-[(tert-Butoxycarbonyl)amino]propyl 4-methylbenzene-1-sulfonate | HCID 13120302 | — |
| Reactant | HCID 22061198 | HCID 22061198 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 54389470 | HCID 54389470 | 98% |
Reaction Steps
1-(5'-Hydroxy-2'-nitrophenyl)-2-propen-1-ol (2.0 g) is dissolved in dry DMF (100 ml) and thereto are added sodium iodide (1 equivalent), potassium carbonate and 3-t-butoxycarbonylaminopropyl tosylate (1.5 equivalent). The mixture is stirred at 50° C. for 6 hours, and thereto is added ethyl acetate. The mixture is washed with a saturated sodium chloride solution and dried over sodium sulfate. The residue is purified by silica gel column chromatography to give 1-[5'-(3"-t-butoxycarbonylaminopropyloxy)-2'-nitrophenyl]-2-propen-1-ol (3.53 g) as a pale brown caramel.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05837673 |
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| Source dataset | uspto-grants-1998_11 |
|---|
| ORD ID | ord-b5ea5783f30b41f8a49fd844e11c69ee |
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| Source note | uspto-grants-1998_11 |
|---|
