3',4'-Episulfido kanamycin B compounds

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

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424180, 536 17R, C07H 1522

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active

041951700

ABSTRACT:
New routes are provided for the synthesis of 3',4'-dideoxykanamycin B which is effective in inhibiting kanamycin-resistant organisms from kanamycin B through new intermediate, of which a fundamental process comprises a new reaction of a 3',4'-epoxy derivative of amino- and hydroxyl-protected kanamycin B with a xanthate to form a corresponding 3',4'-dideoxy-3'-eno derivative followed by removal of the amino- and hydroxyl-protecting groups thereof and by hydrogenation of the resulting 3',4'-dideoxy-3'-eno-kanamycin B. A 3',4'-episulfide derivative corresponding to the 3',4'-epoxy derivative which is formed as second product in the reaction of 3',4'-epoxy derivative with xanthate is also used as intermediate for the preparation of 3',4'-dideoxykanamycin B.

REFERENCES:
patent: Re28647 (1975-12-01), Umezawa et al.
patent: 4060682 (1977-11-01), Umezawa et al.

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