Novel process for the synthesis of amikacin

Organic compounds -- part of the class 532-570 series – Organic compounds – Carbohydrates or derivatives

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536 138, C07H 1520, C07H 1522

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049027905

ABSTRACT:
A novel process for the synthesis of amikacin starting from kanamycin A protected at the positions 3 and 6' is described comprising the reaction of kanamycin A with a salt of a bivalent metal cation selected from zinc, nickel, iron, cobalt, manganese, copper and cadmium in the presence of water as the solvent or co-solvent followed by the in situ reaction of the resulting complex with a reactive derivative of L-amino-2-hydroxy-butyric acid, removal of the metal cation of the protecting groups and purification of the thus obtained raw product. The acylation under these conditions is extremely selective.

REFERENCES:
patent: 4136254 (1979-01-01), Nagabhushan
patent: 4136254 (1979-01-01), Nagabhushan et al.
patent: 4230847 (1980-10-01), Nagabhushan et al.
patent: 4297485 (1981-10-01), Umezawa et al.
patent: 4424344 (1984-01-01), Kirst et al.
patent: 4468513 (1984-08-01), Kirst et al.

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