HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 86626189, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Cyclobutene-1,2-dione, 3,4-dimethoxy- | HCID 123227 | — |
| Reactant | HCID 68711280 | HCID 68711280 | — |
| Product | HCID 86626189 | HCID 86626189 | 80% |
Reaction Steps
Solid 3,4-dimethoxycyclobut-3-ene-1,2-dione (87.5 mg, 0.61 mmol) was added to a solution of (S)—N1-((2-(trimethylsilyl)ethoxy)methyl)-3-cyclohexylpropane-1,2-diamine (173.1 mg, 0.57) and triethylamine (0.2 mL, 1.4 mmol) in MeOH (10 mL). After stirring at rt for 2 h, the solvent was removed and the residue was purified using 4 g SiO2 with an eluent of hexanes to EtOAc. Removal of solvent from appropriate fractions yielded (S)-2-(trimethylsilyl)ethyl 3-cyclohexyl-2-(2-methoxy-3,4-dioxocyclobut-1-enylamino)propylcarbamate (186.2 mg, 80%) as a clear film. MS ESI+ve m/z 433 (M+Na).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07754737B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-f2e6ec66459745f5b4a959e5bd35a913 |
| Source note | uspto-grants-2010_07 |