C-23-modified derivatives of macrolide antibiotics.

摘要

C-23-Modified derivatives of demycinosyltylosin (DMT) of the formula:
<Chemistry id="chema01" num="0001"><Image id="ia01" he="67" wi="102" file="IMGA0001.TIF" imgContent="chem" imgFormat="TIFF" inline="no" /></Chemistry>wherein
<UnorderedLists id="ula01" listStyle="none"><ListItem>R is iodo, bromo, chloro, fluoro, -S-R<Sup>4</Sup>, azido, -NHR<Sup>5</Sup>, pyridinium or -OS0<Sub>2</Sub>CF<Sub>3</Sub>;</ListItem><ListItem>R<Sup>1</Sup> is hydrogen, optionally substituted C<Sub>1</Sub>-C<Sub>5</Sub>-alkanoyl or optionally substituted benzoyl, phenylacetyl, phenylpropionyl, phenoxyacetyl or phenylthioacetyl;</ListItem><ListItem>R<Sup>2</Sup> is hydrogen, optionally substituted C<Sub>1</Sub>-C<Sub>5</Sub>-alkanoyl or optionally substituted benzoyl, phenylacetyl or phenylpropionyl;</ListItem><ListItem>R<Sup>3</Sup> is hydrogen, optionally substituted C<Sub>1</Sub>-C<Sub>5</Sub>-alkanoyl or optionally substituted benzoyl, phenylacetyl or phenoxyacetyl;</ListItem><ListItem>R<Sup>4</Sup> is hydrogen, optionally substituted C<Sub>1</Sub>-C<Sub>6</Sub>-alkyl, cyo- lohexyl, C<Sub>1</Sub>-C<Sub>5</Sub>-alkanoyl, optionally substituted phenyl or benzyl, or an optionally substituted heteroaryl group selected from imidazolyl, pyrazolyl, pyridyl, pyrimidyl,</ListItem></UnorderedLists>

pyrazinyl, pyridazinyl, triazinyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiazolyl, isothiazolyl, OH thiadiazolyl, thienyl and furanyl; and
<UnorderedLists id="ula02" listStyle="none"><ListItem>R<Sup>5</Sup> is hydrogen or an acyl group selected from optionally substituted C<Sub>l</Sub>-C<Sub>5</Sub>-alkanoyl or optionally substituted benzoyl, phenylacetyl or phenylpropionyl;</ListItem></UnorderedLists>
and salts thereof are useful antibiotics or intermediates to antibiotics.