A New Synthesis of Roxatidine Acetate. -A new four-step synthesis of the pharmaceutical product roxatidine acetate hydrochloride (VII) in a large scale and with 98.5% purity is developed.
The dienone (IV), which is synthesized by an improved procedure using the Pmb protecting group, is transformed to the (‐)‐epi‐galanthamine derivative (V) (space group P21/c with Z=4) and to the galanthamine derivative (VI) (space group P212121 with Z=4).
Alternativ zur früheren Synthese des für 13‐Desoxydelphonin wichtigen Synthons (XIIIb) ausgehend von Vanillin wird (XIIIb) besser ausgehend von o‐Kresol (Ia) gewonnen: Der aus (Ia) erhältliche Ester (Ib) wird über die Stufen (II), (III) (mehrere Schritte), (IV), (V) und (VI) in die Verbindung (VIIa) übergeführt, aus der in mehreren Schritten der Ether (VIIb) zugänglich ist.
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