C - Chemistry – Metallurgy – 07 – H
Patent
C - Chemistry, Metallurgy
07
H
C07H 17/08 (2006.01) C25B 3/04 (2006.01)
Patent
CA 2281496
The present invention relates to 12,13-dihydroxy derivatives of tylosin, new semisynthetic compounds of the macrolide class, and to a process for their preparation. According to the present invention by the oxidation of 13-hydroxy derivative a 12,13-dihydroxy compound is obtained, which can be subsequently subjected to a series of reactions such as oximation, reduction (catalytic, electrochemical) or hydrolysis yielding corresponding dihydro or tetrahydro 12,13-dihydroxy derivatives. The 12,13-dihydroxy derivatives of tylosin are represented by the formula (I) (see formula I) wherein R represents O, R1 represents CHO, CH=NOH or CH(OCH3)2, R2 represents H or mycarosyl, R3 represents N(CH3)2 or NO(CH3)2, and - - - line represents a single or a double bond, with the proviso that when - - - line represents a single bond then R3 only represents N(CH3)2; or wherein R represents NOH, R1 represents CHO or CH(OCH3)2, R2 represents H or mycarosyl, R3 represents N(CH3)2 or NO(CH3)2, and - - - line represents a single or a double bond, with the proviso that when - - - line represents a single bond then R3 only represents N(CH3)2.
Lopotar Nevenka
Mandic Zoran
Narandja Amalija
Borden Ladner Gervais Llp
Dionicko Drustvo Pliva Farmaceutska Industrija
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