HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Hydrochloric Acid → HCID 57786524, Verbindung
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 3-Cyclobutene-1,2-dione, 3,4-dimethoxy- | HCID 123227 | — |
| Edukt | (2R,3S)-3-Amino-1-azido-4-cyclohexylbutan-2-ol | HCID 57462034 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | HCID 57786524 | HCID 57786524 | 65,1% |
Reaktionsschritte
The HCl salt of (2R,3S)-3-amino-1-azido-4-cyclohexylbutan-2-ol (˜74 mg, 0.30 mmol) and 3,4-dimethoxycyclobut-3-ene-1,2-dione (70 mg, 0.49 mmol) were dissolved in acetonitrile (3 mL). Triethylamine (84 μL, 0.60 mmol) was added. The reaction was stirred at rt for 4 h. The solvent was evaporated and the crude material was redissolved in CH2Cl2. The solution was washed with 2% aq HCl, followed by brine, and dried over Na2SO4. The solution was filtered and the solvent removed under reduced pressure. The crude material was purified by flash chromatography on silica gel eluting with hexanes/EtOAc. 3-((2S,3R)-4-Azido-1-cyclohexyl-3-hydroxybutan-2-ylamino)-4-methoxycyclobut-3-ene-1,2-dione (63 mg) was isolated as a solid; MS m/z 323.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07872028B2 |
| Quelldatensatz | uspto-grants-2011_01 |
| ORD ID | ord-6d1c67a960744597a83df4fab35c423e |
| Quellennotiz | uspto-grants-2011_01 |