HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 86632800, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Cyclobutene-1,2-dione, 3,4-dimethoxy- | HCID 123227 | — |
| Reactant | HCID 66861734 | HCID 66861734 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 86632800 | HCID 86632800 | — |
Reaction Steps
A solution of (2R,3S)-1-(N-(4-cyanobenzyl)-N-(2-(trimethylsilyl)ethoxycarbonyl)amino)-2-hydroxy-3-amino-4-cyclohexylbutane (764 mg, 1.68 mmol) in EtOH (20 mL) was treated with 3,4-dimethoxycyclobut-3-ene-1,2-dione (300 mg, 2.10 mmol, 1.25 equiv) and Et3N (212 mg, 1.25 equiv). The resulting solution was allowed to stir at rt for 17 h. The excess 3,4-dimethoxycyclobut-3-ene-1,2-dione was removed by flash chromatography on silica gel, eluting with 0-65% EtOAc in hexanes. Analysis of the compound by LC-MS showed that it was of sufficient purity to employ in the subsequent steps.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07872028B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-f3a06eccc2fa4bc788578fc76fb70eb3 |
| Source note | uspto-grants-2011_01 |