HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 58739188, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Tosylmethyl isocyanide | HCID 161915 | — |
| Reactant | HCID 58739156 | HCID 58739156 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 58739188 | HCID 58739188 | 74.4% |
Reaction Steps
To a solution of (S)-[1-(3-formyl-phenyl)-ethyl]-carbamic acid tert-butyl ester (500 mg, 2 mmol) and tosylmethylisocyanide (391 g, 2 mmol) in ethanol (5 mL) was added potassium carbonate (277 mg, 2 mmol), and the reaction mixture was heated at reflux for 24 h. The reaction mixture was cooled down to room temperature and filtered. The filtrate was evaporated in vacuo, and the residue was purified by preparative HPLC (5 mM NH4OAc buffer; gradient 0% to 100% B in 10 min (A: 10 % CH3CN/H2O, B: 90% CH3CN/H2O); column: YMC 20×100 mm C-18 ) to provide the title compound (280 mg, 48% yield) as a brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07135472B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-3e649e0f52044a3ebc44e954e8d161a8 |
| Source note | uspto-grants-2006_11 |