HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → tert-butyl N-(3-{[(tert-butoxycarbonyl)sulfamoyl]amino}benzyl)glycinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | tert-butyl N-(3-{[(tert-butoxycarbonyl)sulfamoyl]amino}benzyl)-N-(trifluoroacetyl)glycinate | HCID 90282078 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | tert-butyl N-(3-{[(tert-butoxycarbonyl)sulfamoyl]amino}benzyl)glycinate | HCID 90282027 | 77.6% |
Reaction Steps
To tert-butyl N-(3-{[(tert-butoxycarbonyl)sulfamoyl]amino}benzyl)-N-(trifluoroacetyl)glycinate (2.19 g) were added a 50% aqueous methanol solution (43.9 mL) and potassium carbonate (1.19 g), followed by stirring at room temperature for 5 hours. The reaction mixture was concentrated under reduced pressure, and then the residue was dissolved in water, followed by neutralization with 1 M hydrochloric acid. The mixture was extracted with a mixed solvent of n-butanol and ethyl acetate, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (methanol-chloroform) to obtain tert-butyl N-(3-{[(tert-butoxycarbonyl)sulfamoyl]amino}benzyl)glycinate (1.38 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09199927B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-f0ce3e6cacef4a7ea1465bf4a5d642d9 |
| Source note | uspto-grants-2015_12 |