HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
D-Lactic Acid → HCID 178462369, Verbindung
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | D-Lactic Acid | HCID 61503 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Edukt | HCID 178462199 | HCID 178462199 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | HCID 178462369 | HCID 178462369 | 41% |
Reaktionsschritte
Trans-tert-butyl (R)-1-(4-aminocyclohexyl)ethylcarbamate (125 mg, 0.52 mmol) was dissolved in DMF (3 mL). D-Lactic Acid (49.52 mg, 0.52 mmol), diisopropylethylamine (166.6 mg, 224.5 μL, 1.29 mmol) and TBTU (165.6 mg, 0.5158 mmol) were successively added. The reaction mixture was allowed to stir at ambient temperature for 3 hours. The crude mixture was partitioned between ethyl acetate and brine. The organic extracts were dried over magnesium sulfate, filtered and concentrated in vacuo. The residue was purified on silica gel by column chromatography (ISCO Companion□, 12 g column, 0-10% MeOH/DCM) to afford the title compound (66.1 mg, 41% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08247421B2 |
| Quelldatensatz | uspto-grants-2012_08 |
| ORD ID | ord-790bf4c9fa9546269820cc88e49ddc8e |
| Quellennotiz | uspto-grants-2012_08 |