Process to prepare malayamycin derivatives
OwnerStephen Hanessian, Roger Machaalani +1inventors
InventorsStephen Hanessian, Roger Machaalani, Stephane Michael Marcotte
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Abstract
A process is provided for the preparation of a compound of the general formula (I): wherein R is H or C1-4 alkyl, which comprises treating a compound of the general formula (II): where R″ is R or R8CO, R is as defined above, R8 is C1-8 alkyl or optionally substituted phenyl and R9 is optionally substituted C1-8 alkyl or optionally substituted aryl, with an amine R′″NH2 wherein R′″ is H or C1-4 alkyl. Also provided are the trans isomers of the compound (I) where R is CH3 (6-epi-malayamycin A) and H (6-epi-desmethylmalayamycin A), the cis and trans isomers of the compound (I) where R is C2-4alkyl and various intermediate compounds.
Claims11
A process for the preparation of a compound of the general formula (I):
- wherein R is H or C1-4 alkyl, which comprises treating a compound of the general formula (II):
- wherein R″ is R or R8CO, R is as defined above, R8 is C1-8 alkyl or optionally substituted phenyl and R9 is optionally substituted C1-8 alkyl or optionally substituted aryl, with an amine R′″NH2 wherein R′″ is H or C1-4 alkyl.
The intermediate compounds of the formulae (16) to (33) and (35) to (41):
- wherein R and R6 are independently C1-4 alkyl, R7 is substituted benzyl, R8 is C1-8 alkyl or optionally substituted phenyl, R9 is C1-8 alkyl optionally substituted with halo or is optionally substituted aryl, R10 is a protecting group and Hal is halo.
Dependencies are inferred from the claim text.