C-23-modified derivatives of 5-0-mycaminosyl tylonolide.

摘要

C-23-Modified derivatives of 5-O-mycamirtosyltylonolide (OMT) of the formula:
<Chemistry id="chema01" num="0001"><Image id="ia01" he="70" wi="80" file="IMGA0001.TIF" imgContent="chem" imgFormat="TIFF" inline="no" /></Chemistry>wherein
<UnorderedLists id="ula01" listStyle="none"><ListItem>R is -S-R<Sup>4</Sup>, -NHR<Sup>5</Sup>, pyridinium, or -OSO<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> and R<Sup>3</Sup> are hydrogen, optionally substituted C<Sub>1</Sub>-C<Sub>5</Sub>- alkanoyl or optionally substituted benzoyl, phenylacetyl or phenylpropionyl;</ListItem><ListItem>R<Sup>4</Sup> is hydrogen, optionally substituted C<Sub>1</Sub>-C<Sub>6</Sub>-alkyl, cyclohexyl, C<Sub>1</Sub>-C<Sub>5</Sub> alkanoyl, optionally substituted phenyl or benzyl; and</ListItem><ListItem>R<Sup>5</Sup> is hydrogen or an acyl group selected from optionally substituted C<Sub>1</Sub>-C<Sub>5</Sub>-alkanoyl, optionally substituted benzoyl, phenylacetyl, or phenylpropionyl or optionally substituted phenylglycyl or phenylalanyl;</ListItem><ListItem>and of the formula:<!-- EPO <DP n="2"> --><Chemistry id="chema02" num="0002"><Image id="ia02" he="65" wi="97" file="IMGA0002.TIF" imgContent="chem" imgFormat="TIFF" inline="no" /></Chemistry>wherein:</ListItem><ListItem>R<Sup>6</Sup> and R<Sup>7</Sup> together form a CH<Sub>2</Sub> = group or</ListItem><ListItem>R<Sup>6</Sup> is R<Sup>8</Sup>O- and R<Sup>7</Sup> is methyl;</ListItem><ListItem>R<Sup>8</Sup> is C<Sub>1</Sub>-C<Sub>4</Sub>-alkyl, benzyl or phenethyl; and</ListItem><ListItem>R<Sup>1</Sup>, R<Sup>2</Sup> and R<Sup>3</Sup> are as defined in formula 1;</ListItem><ListItem>and salts thereof are useful antibiotics or intermediates.</ListItem></UnorderedLists>