Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1992-08-26
1993-05-11
Cintins, Marianne M.
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
C07D31500
Patent
active
052102351
ABSTRACT:
A method of making compounds of the formulae: ##STR1## wherein X is ##STR2## R.sup.1 is hydrogen, methyl, C.sub.1-10 alkoxycarbonyl or arylsulfonyl when X is CH.sub.3 CH.sub.2 CHNH.sub.2 and is additionally aralkoxycarbonyl when X is NH.sub.2 ; one of R.sup.2 and R.sup.3 is hydrogen and the other is OH, NHR.sup.1 or NMeR.sup.1 where R.sup.1 is as defined above; R.sup.4 is hydrogen or C.sub.1-10 alkyl when X is CH.sub.3 CH.sub.2 CHNH.sub.2 and is additionally aralkyl when X is NH.sub.2 ; R.sup.5 is hydrogen or C.sub.1-3 alkyl when X is CH.sub.3 CH.sub.2 CHNH.sub.2 ; R.sup.5 is hydrogen when X is NH.sub.2 ; one of R6 and R7 is hydrogen and the other is methyl except when X is CH.sub.3 CH.sub.2 CHNH.sub.2 and R.sup.2 is H, in which case R.sup.6 is methyl and R.sup.7 is hydrogen. These compounds are made from erythromycin-derived fragments of the formulae: ##STR3## where R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are defined as before for when X is NH.sub.2 ; R.sup.5 is hydrogen or C.sub.1-3 alkyl; if R.sup.5 is hydrogen, then R.sup.6 is methyl and R.sup.7 is hydrogen and the two structures above exist in equilibrium with each other; if R.sup.5 is alkyl, then one of R.sup.6 and R.sup.7 is hydrogen and the other is methyl and the compound exists only as the structure on the above left.
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Blizzard Timothy A.
Waddell Sherman T.
Billups Richard C.
Cintins Marianne M.
DiPrima Joseph F.
Grassler Frank P.
Merck & Co. , Inc.
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