INTERMEDIATES FOR THE PREPARATION OF 2-DEOXYSTREPTAMINE-AMINO GLYCOSIDES

摘要

1445871 2-Deoxy-streptamine-aminoglycosides PFIZER Ltd 4 June 1974 [5 June 1973] 26718/73 Divided out of 1445872 Heading C2C Novel compounds II in which R1 is H or Me, R2' is optionally protected hydroxy or NHR4, R3' is H or optionally protected hydroxy, R4 is a monovalent protecting group for a primary amino group, R6 is optionally protected hydroxyl or OR5' (in which R5' is a hexapyranosyl group containing two or more optionally protected hydroxy radicals and optionally containing an NHR 4 or NHMe group) R7 is optionally protected hydroxyl and the dotted line represents an optional bond when R3' is H; are prepared from compounds V in which R2 is H 2 N or OH, R3 is H or NH 2 and R5 is H or R6' by protecting all primary amino groups with R4 and, if desired, protecting any free hydroxyl groups and selectively deprotecting the 61-amino group by controlled soloolysis. Compounds II are also prepared by selectively protecting the 61-amino group of a compound V with benzyloxycarbonyl, protecting the remaining primary amino groups with R4 (other than benzyloxycarbonyl) and, if necessary, protecting some or all of the free hydroxyl groups present and selectively removing the 61-N- benzyloxycarbonyl group. Methoxycarbonyl and t-butyloxycarbonyl protected derivatives of neamine, kanamycin A and kanamycin B are prepared.