合成路线1

A new synthesis of oseltamivir phosphate has been described: The opening of the oxirane ring of the already reported oseltamivir intermediate (I) by reaction with allylamine (II) in t-BuOMe/MeCN 9:1 provides the allylamino derivative (III), which is deallylated with Pd/C and ethanolamine to give the primary amine (IV). The direct conversion of the amino alcohol (IV) into the vicinal diamine (VIII) is achieved, without isolation of the intermediates, by reaction of compound (IV) with benzaldehyde to give the benzaldehyde imine (V), mesylation of (V) with MsCl and TEA to the mesylate (VI) and treatment of (VI) with allylamine (II) to yield the aziridine intermediate (VII) that opens to the vicinal diamine (VIII). Acylation of the primary amino group of (VIII) with acetic anhydride in acetic acid provides the acetamide (IX), which is finally deallylated with Pd/C and ethanolamine as before and treated with H3PO4.