HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-butyl N-(4-aminobutyl)carbamate → {4-[4-(1,3-Dioxo-1,3-dihydro-isoindol-2-ylmethyl)-benzenesulfonylamino]-butyl}-carbamic acid t-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-butyl N-(4-aminobutyl)carbamate | HCID 4351 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-[(1,3-Dioxoisoindolin-2-yl)methyl]-1-benzenesulfonyl Chloride | HCID 21084407 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | {4-[4-(1,3-Dioxo-1,3-dihydro-isoindol-2-ylmethyl)-benzenesulfonylamino]-butyl}-carbamic acid t-butyl ester | HCID 66941808 | 69.1% |
Reaction Steps
The compound (1.4396 g) obtained in Example 24-2 was dissolved in anhydrous chloroform (28 ml) and then added with triethylamine (0.689 ml), followed by ice-cooling. Then, the solution was added with (4-aminobutyl)-carbamic acid t-butyl ester (852.9 mg) and stirred at room temperature for 2.5 hours. After the reaction, the solution was washed with water and dried with anhydrous magnesium sulfate. The solvent was distilled off and the residue was then purified through silica gel column chromatography (chloroform/methanol), thereby obtaining the subject compound (1.4440 g) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07176227B2 |
| Source dataset | uspto-grants-2007_02 |
| ORD ID | ord-f42391abe4fe4fe99d16430b5ab2cf0f |
| Source note | uspto-grants-2007_02 |