HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Lansoprazole → Dexlansoprazole
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Lansoprazole | HCID 3883 | — |
| Edukt | Hexane 2-propanol ethanol | HCID 22572948 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | Dexlansoprazole | HCID 9578005 | 40,2% |
Reaktionsschritte
2-[[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]sulfinyl]-1H-benzimidazole (lansoprazole) (racemate) (3.98 g) was dissolved in the following mobile phase (330 ml) and acetonitrile (37 ml) and fractionated by HPLC (column: CHIRALCEL OD 20 mm dia.×250 mm, temperature: 30° C., mobile phase: hexane/2-propanol/ethanol=255/35/10, flowrate: 16 ml/min, detection wavelength: 285 nm, 1 shot: 20-25 mg). Fractions of optical isomers of shorter retention time were combined and concentrated; the individual lots were combined and dissolved in ethanol and filtered through a 0.45 μm filter; after hexane was added, the filtrate was again evaporated to dryness to yield R(+)-lansoprazole (1.6 g, optical purity >97.6% ee) as an amorphous substance.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07737282B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-52015cb62b724e32ad271bcd9e6e1bd5 |
| Quellennotiz | uspto-grants-2010_06 |