OMT ESTER DERIVATIVES

Ester derivatives of 5-O-mycaminosyl tylonolide (OMT) of the formula wherein R and R1 are selected from hydrogen, optionally substituted C1-C5-alkanoyl or optionally substituted benzoyl, phenylacetyl, or phenylpropionyl; R2 is hydrogen or an acyl group selected from: +TR p is 0 or 1; m and n are int...

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description Ester derivatives of 5-O-mycaminosyl tylonolide (OMT) of the formula wherein R and R1 are selected from hydrogen, optionally substituted C1-C5-alkanoyl or optionally substituted benzoyl, phenylacetyl, or phenylpropionyl; R2 is hydrogen or an acyl group selected from: +TR p is 0 or 1; m and n are integers from 0 to 4; R3 is hydrogen, halo, C1-C4-alkyl, C3-C8-cycloalkyl, phenyl, C5-C8-cycloalkenyl, naphthyl, indenyl, tetralinyl, decalinyl, adamantyl, cinnoxacinyl, a monocyclic heterocyclic ring system comprising 3 to 8 atoms in the ring or a bicyclic heterocylic ring system comprising 6 to 11 atoms, provided that at least 1 atom of the ring system is carbon and at least 1 atom of the ring system is a heteroatom selected from O, N, and S; and wherein R3 and the connecting alkyl groups-(CH2)m- and -(CH2)n- are optionally substituted by one or two halo, methyl, ethyl, methoxy, amino, N-protected-amino, methylamino, dimethylamino, nitro, acetoxy, acetamido, azido, carbomethoxy, carboxamido, cyano, or hydroxyl groups, provided that, if the substituent is other than halo or alkyl, there can be no more than one substituent on any connecting -CH2- group; X is O, S, -NH-, -N(CH3)-, -C 3BOND C-, -CH=CH-, -C(CH3)=CH-, -CH=C(CH3)- or -C(CH3)=C (CH3)-; R4 and R5 are C1-C5-alkyl or optionally substituted phenyl or benzyl; provided that at least one of R, R1 and R2 must be other than hydrogen and that, when R1 is other than hydrogen, R must also be other than hydrogen; and salts thereof; which are useful antibiotics or intermediates to antibiotics, are provided.
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m and n are integers from 0 to 4; R3 is hydrogen, halo, C1-C4-alkyl, C3-C8-cycloalkyl, phenyl, C5-C8-cycloalkenyl, naphthyl, indenyl, tetralinyl, decalinyl, adamantyl, cinnoxacinyl, a monocyclic heterocyclic ring system comprising 3 to 8 atoms in the ring or a bicyclic heterocylic ring system comprising 6 to 11 atoms, provided that at least 1 atom of the ring system is carbon and at least 1 atom of the ring system is a heteroatom selected from O, N, and S; and wherein R3 and the connecting alkyl groups-(CH2)m- and -(CH2)n- are optionally substituted by one or two halo, methyl, ethyl, methoxy, amino, N-protected-amino, methylamino, dimethylamino, nitro, acetoxy, acetamido, azido, carbomethoxy, carboxamido, cyano, or hydroxyl groups, provided that, if the substituent is other than halo or alkyl, there can be no more than one substituent on any connecting -CH2- group; X is O, S, -NH-, -N(CH3)-, -C 3BOND C-, -CH=CH-, -C(CH3)=CH-, -CH=C(CH3)- or -C(CH3)=C (CH3)-; R4 and R5 are C1-C5-alkyl or optionally substituted phenyl or benzyl; provided that at least one of R, R1 and R2 must be other than hydrogen and that, when R1 is other than hydrogen, R must also be other than hydrogen; and salts thereof; which are useful antibiotics or intermediates to antibiotics, are provided.</description><edition>4</edition><language>eng</language><subject>CHEMISTRY ; DERIVATIVES THEREOF ; HETEROCYCLIC COMPOUNDS ; HUMAN NECESSITIES ; HYGIENE ; MEDICAL OR VETERINARY SCIENCE ; METALLURGY ; NUCLEIC ACIDS ; NUCLEOSIDES ; NUCLEOTIDES ; ORGANIC CHEMISTRY ; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES ; SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS ; SUGARS</subject><creationdate>1985</creationdate><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&amp;date=19851030&amp;DB=EPODOC&amp;CC=GB&amp;NR=2111497B$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,776,881,25542,76289</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&amp;date=19851030&amp;DB=EPODOC&amp;CC=GB&amp;NR=2111497B$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>HERBERT ANDREW KIRST</creatorcontrib><title>OMT ESTER DERIVATIVES</title><description>Ester derivatives of 5-O-mycaminosyl tylonolide (OMT) of the formula wherein R and R1 are selected from hydrogen, optionally substituted C1-C5-alkanoyl or optionally substituted benzoyl, phenylacetyl, or phenylpropionyl; R2 is hydrogen or an acyl group selected from: +TR p is 0 or 1; m and n are integers from 0 to 4; R3 is hydrogen, halo, C1-C4-alkyl, C3-C8-cycloalkyl, phenyl, C5-C8-cycloalkenyl, naphthyl, indenyl, tetralinyl, decalinyl, adamantyl, cinnoxacinyl, a monocyclic heterocyclic ring system comprising 3 to 8 atoms in the ring or a bicyclic heterocylic ring system comprising 6 to 11 atoms, provided that at least 1 atom of the ring system is carbon and at least 1 atom of the ring system is a heteroatom selected from O, N, and S; and wherein R3 and the connecting alkyl groups-(CH2)m- and -(CH2)n- are optionally substituted by one or two halo, methyl, ethyl, methoxy, amino, N-protected-amino, methylamino, dimethylamino, nitro, acetoxy, acetamido, azido, carbomethoxy, carboxamido, cyano, or hydroxyl groups, provided that, if the substituent is other than halo or alkyl, there can be no more than one substituent on any connecting -CH2- group; X is O, S, -NH-, -N(CH3)-, -C 3BOND C-, -CH=CH-, -C(CH3)=CH-, -CH=C(CH3)- or -C(CH3)=C (CH3)-; R4 and R5 are C1-C5-alkyl or optionally substituted phenyl or benzyl; provided that at least one of R, R1 and R2 must be other than hydrogen and that, when R1 is other than hydrogen, R must also be other than hydrogen; and salts thereof; which are useful antibiotics or intermediates to antibiotics, are provided.</description><subject>CHEMISTRY</subject><subject>DERIVATIVES THEREOF</subject><subject>HETEROCYCLIC COMPOUNDS</subject><subject>HUMAN NECESSITIES</subject><subject>HYGIENE</subject><subject>MEDICAL OR VETERINARY SCIENCE</subject><subject>METALLURGY</subject><subject>NUCLEIC ACIDS</subject><subject>NUCLEOSIDES</subject><subject>NUCLEOTIDES</subject><subject>ORGANIC CHEMISTRY</subject><subject>PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES</subject><subject>SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS</subject><subject>SUGARS</subject><fulltext>true</fulltext><rsrctype>patent</rsrctype><creationdate>1985</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNrjZBD19w1RcA0OcQ1ScHEN8gxzDPEMcw3mYWBNS8wpTuWF0twM8m6uIc4euqkF-fGpxQWJyal5qSXx7k5GhoaGJpbmTsaEVQAAJ-0eFQ</recordid><startdate>19851030</startdate><enddate>19851030</enddate><creator>HERBERT ANDREW KIRST</creator><scope>EVB</scope></search><sort><creationdate>19851030</creationdate><title>OMT ESTER DERIVATIVES</title><author>HERBERT ANDREW KIRST</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_GB2111497B3</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>eng</language><creationdate>1985</creationdate><topic>CHEMISTRY</topic><topic>DERIVATIVES THEREOF</topic><topic>HETEROCYCLIC COMPOUNDS</topic><topic>HUMAN NECESSITIES</topic><topic>HYGIENE</topic><topic>MEDICAL OR VETERINARY SCIENCE</topic><topic>METALLURGY</topic><topic>NUCLEIC ACIDS</topic><topic>NUCLEOSIDES</topic><topic>NUCLEOTIDES</topic><topic>ORGANIC CHEMISTRY</topic><topic>PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES</topic><topic>SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS</topic><topic>SUGARS</topic><toplevel>online_resources</toplevel><creatorcontrib>HERBERT ANDREW KIRST</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>HERBERT ANDREW KIRST</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>OMT ESTER DERIVATIVES</title><date>1985-10-30</date><risdate>1985</risdate><abstract>Ester derivatives of 5-O-mycaminosyl tylonolide (OMT) of the formula wherein R and R1 are selected from hydrogen, optionally substituted C1-C5-alkanoyl or optionally substituted benzoyl, phenylacetyl, or phenylpropionyl; R2 is hydrogen or an acyl group selected from: +TR p is 0 or 1; m and n are integers from 0 to 4; R3 is hydrogen, halo, C1-C4-alkyl, C3-C8-cycloalkyl, phenyl, C5-C8-cycloalkenyl, naphthyl, indenyl, tetralinyl, decalinyl, adamantyl, cinnoxacinyl, a monocyclic heterocyclic ring system comprising 3 to 8 atoms in the ring or a bicyclic heterocylic ring system comprising 6 to 11 atoms, provided that at least 1 atom of the ring system is carbon and at least 1 atom of the ring system is a heteroatom selected from O, N, and S; and wherein R3 and the connecting alkyl groups-(CH2)m- and -(CH2)n- are optionally substituted by one or two halo, methyl, ethyl, methoxy, amino, N-protected-amino, methylamino, dimethylamino, nitro, acetoxy, acetamido, azido, carbomethoxy, carboxamido, cyano, or hydroxyl groups, provided that, if the substituent is other than halo or alkyl, there can be no more than one substituent on any connecting -CH2- group; X is O, S, -NH-, -N(CH3)-, -C 3BOND C-, -CH=CH-, -C(CH3)=CH-, -CH=C(CH3)- or -C(CH3)=C (CH3)-; R4 and R5 are C1-C5-alkyl or optionally substituted phenyl or benzyl; provided that at least one of R, R1 and R2 must be other than hydrogen and that, when R1 is other than hydrogen, R must also be other than hydrogen; and salts thereof; which are useful antibiotics or intermediates to antibiotics, are provided.</abstract><edition>4</edition><oa>free_for_read</oa></addata></record>
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subjects CHEMISTRY
DERIVATIVES THEREOF
HETEROCYCLIC COMPOUNDS
HUMAN NECESSITIES
HYGIENE
MEDICAL OR VETERINARY SCIENCE
METALLURGY
NUCLEIC ACIDS
NUCLEOSIDES
NUCLEOTIDES
ORGANIC CHEMISTRY
PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS
SUGARS
title OMT ESTER DERIVATIVES
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