Smithkline Beecham Corporation

Robert John Mills

Conrad John Kowalski

William Morrow Clark

Michael Anthony McGuire

Lendon Norwood Pridgen

Neil Howard Baine

Yemane Woldeselassie Andemichael

Ivan Lantos

Marvin Sungwhan Yu

Jeffery L Wood

Ann Marie Tickner

Kerry Joseph Gombatz

Qiaogong Su

Li-Jeng Ping

Vance J Novack

Ann Marie Eldridge

Ann Marie Diederich

Michael Anthnoy McGuire

Trevor Laird

This invention relates to a method for preparing 4-substituted-4-cyanocyclohexane carboxylates by forming the cyclohexane ring by treating a &agr;,&agr;-bis(2-haloethyl)-4-benzeneacetonitrile with a dialkyl malonate and decarboxylating the resulting diester.

Method for preparing cyclohexane carboxylic acids

Invented is an improved process for preparing aromatic ring-fused cyclopentane derivatives. Preferred compounds prepared by this invention are indane carboxylates and cyclopentano&lsqb;b&rsqb;pyridine derivatives. The most preferred compounds prepared by this inventino are (&plus;)(1S, 2R, 3S)-3-&lsqb;2-(2-hydroxyeth-1-yloxy)-4-methoxyphenyl&rsqb;-1-(3,4-methylenedioxyphenyl)-5-(prop-1-yloxy)indane-2-carboxylic acid and pharmaceutically acceptable salts thereof and (&plus;)(1S, 2R, 3S)-3-&lsqb;(2-carboxymethoxy-4-methoxyphenyl)-1- (3,4-methylenedioxyphenyl)-5-(prop-1-yloxy)indane-2-carboxylic acid and pharmaceutically acceptable salts thereof. Also invented are novel intermediates useful in preparing these compounds.

Process of making 3-phenyl-1-methylenedioxyphenyl-indane-2-carboxylic acid derivatives

Process for preparing indane carboxylate and cyclopentano &lsqb;6&rsqb; pyridine derivatives

Invented is an improved process for preparing aromatic ring-fused cyclopentane derivatives. Preferred compounds prepared by this invention are indane carboxylates and cyclopentanopyridine derivatives. The most preferred compounds prepared by this invention are (&plus;)(1S, 2R, 3S)-3-&lsqb;2-(2-hydroxyeth-1-yloxy)-4-methoxyphenyl&rsqb;-1-(3,4-methylenedioxyphenyl)-5-(prop-1-yloxy)indane-2-carboxylic acid and pharmaceutically acceptable salts thereof and (&plus;)(1S, 2R, 3S)-3-(2-carboxymethoxy-4-methoxyphenyl)-1-(3,4-methylenedioxyphenyl)-5-(prop-1-yloxy)indane-2-carboxylic acid and pharmaceutically acceptable salts thereof. Also invented are novel intermediates useful in preparing these compounds.

process of making 3-phenyl-1-methylenedioxyphenyl-indane-2-carboxylic acid derivatives

Invented is an improved process for preparing aromatic ring-fused cyclopentane derivatives. Preferred compounds prepared by this invention are indane carboxylates and cyclopentano&lsqb;b&rsqb;pyridine derivatives. The most preferred compounds prepared by this invention are (&plus;)(1S, 2R, 3S)-3-&lsqb;2-(2-hydroxyeth-1-yloxy)-4-methoxyphenyl&rsqb;-1-(3,4-methylenedioxyphenyl)-5-(prop-1-yloxy)indane-2-carboxylic acid and pharmaceutically acceptable salts thereof and (&plus;)(1S, 2R, 3S)-3-(2-carboxymethoxy-4-methoxyphenyl)-1-(3,4-methylenedioxyphenyl)-5-(prop-1-yloxy)indane-2-carboxylic acid and pharmaceutically acceptable salts thereof. Also invented are novel intermediates useful in preparing these compounds.

The present invention is directed to chiral intermediates in a synthetic route for preparing endothelium receptor antagonists of formulae (7B) and (7A). ##STR1##

Stereoselective synthesis of endothelin receptor antagonists

Process of making 3-phenyl-1-methylenedioxyphenyl-indane-2-carboxylic

3-phenyl-1-methylenedioxyphenyl-indane-2-carboxylic acid derivatives

Crystallization of optical isomers of leukotriene antagonists using

This invention relates to certain salts of leukotriene antagonists and the use of a particular amine to form these salts as a means for selectively crystallizing optical isomers of the leukotriene antagonists disclosed herein.

Crystallization of optical isomers of leukotriene antagonists

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Norristown, PA, United States of America

Robert John Mills