アミノグリコシド抗生物質アルベカシンの工業的製造法の開発

抄録

Arbekacin, aminoglycoside antibiotic, was synthesized in 1973 by Kondo et al starting from Dibekacin by the acylation of 1-amino group with (S) -4-amino-2-hydroxybutyric acid (AHB), and approved as a chemotherapeutic agent in 1990 limiting to MRSA infection.
In the development of industrial large scale synthesis, the main theme was selective protection of four amino groups except 1-amino group.
We focused our effort to set up large scale synthetic method by taking advantage of zinc-chelation reaction.
By the optimization of reaction conditions and minimization of isolation procedures, final production method was completed.
We herein report the development course of high yield and low cost production method by the selective protection of amino group.