Abbott Laboratories Corporation

Hemantkumar H Patel

Yi-Yin Ku

Sanjay R Chemburkar

David P Sawick

Daniel A Dickman

Jih-Hua Liu

Juliette K Busse

Albert V Thomas

James D Ratajczyk

Harry O Spiwek

Bhadra Shelat

Ramesh R Patel

John N Starr

Chengxi Yang

A process of preparing 6-O-alkyl erythromycin A is provided. The process includes the steps of protecting the oxime hydroxyl of 9-oxime erythromycin A with a benzoyl protecting group, protecting the 2'-hydroxyl group and optionally the 4'-hydroxyl group with an O-protecting group, alkylating the 6-hydroxyl, removing the benzoyl and O-protecting groups and deoximating the 9-oxime.

Chemical synthesis of 6-O-alkyl erythromycin A

A process of preparing a 6-O-methyl erythromycin A derivative using a 2'-protected, 9-etheroxime erythromycin A intermediate is provided. A preferred protecting group for the 2'-position is acetyl. 2'-protected, 9-etheroxime erythromycin A derivatives are also provided. Also disclosed is a method for inhibiting quaternary salt formation at the 3' amine without the need for 3'N-protecting groups.

2'-protected 3'-dimethylamine, 9-etheroxime erythromycin A derivatives

The present invention provides a process for the preparation of a compound of formula ##STR1## wherein R is a straight or branched alkyl group of from one to twelve carbon atoms; M represents hydrogen or a pharmaceutically acceptable cation; and A is selected from optionally substituted carbocyclic phenyl.

Process for the preparation of arylalkynyl-N-hydroxyurea derivatives

A process for preparing a compound of the structure I ##STR1## where A is oxygen and sulfur and R.sup.1 is selected from the group consisting of hydrogen, halogen, alkyl of one to six carbon atoms, alkoxy of one to six carbon atoms, and trifluoromethyl, and R.sup.2 is alkyl of one to four carbon atoms, comprising coupling a compound of formula II: ##STR2## where X is bromine or iodine, with an N-hydroxyurea compound of formula III: ##STR3## in the presence of a palladium catalyst followed by reaction of the product thus formed with an alkali metal isocyante. The compounds of formula I are inhibitors of the enzyme 5-lipoxygenase and are thus useful as therapeutic agents for the treatment of allergic and inflammatory disease conditions.

Process for the preparation of N-4-[(substituted phenyl)alkylheterocyclic]-

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Waukegan, IL, United States of America

Hemantkumar H Patel