Bristol-myers Squibb Compnay

Mark D Schwinden

David R Kronenthal

Jollie D Godfrey, Jr

John J Venit

Paul Alan Jass

Sushil K Srivastava

John L Dillon, Jr

Keith Ramig

Saibaba Racha

Nachimuthu Soundararajan

Gerald L Powers

Atul S Kotnis

Robert Zahler

Gregory S Bisacchi

William A Slusarchyk

James Clifford Sutton

William John Winter

Jerome L Moniot

Shawn K Pack

James H Simpson

Zhongping Shi

Shankar Swaminathan

Michael E Randazzo

Chien-Kuang Chen

Zhongmin Xu

Steven M Seiler

Uwe Treuner

The present invention relates to a process for the preparation of &agr;&prime; chloroketones, such as 4-phenyl-3-t-butyloxy-carbonylamino)-2-keto-1-chlorobutane by reacting certain aryl amino acid esters, e.g. N-(2-t-butoxycarbonyl)-L-phenylalanine-4-nitrophenyl ester, with a sulfur ylide compound to form the corresponding keto ylide compound which is then treated with a source of chloride and an organic acid.

Process for the preparation of &agr;' chloroketones

Beta lactam compounds and their use as inhibitors of tryptase

Preparation of (S)-2-amino-6,6-dimethoxyhexanoic acid methyl ester via novel dioxolanes

Preparation of (s)-2-amino-6,6-dimethoxyhexanoic acid methyl ester via novel dioxolanes

The glycinamide of the formula (I) ##STR1## is reacted with the dioxolane of the formula (II) ##STR2## wherein L is a leaving group such as iodo, bromo, alkylsulfonyloxy, or arylsulfonyloxy to give the dioxolane of the formula (III) ##STR3## Treatment of (III) gives the dioxolane pentanoic acid IV ##STR4## which can be converted to (S)-2-amino-6,6-dimethoxyhexanoic acid, methyl ester.

Preparation of (S)-2-amino-6, 6-dimethoxyhexanoic acid methyl ester via

N-protected-L-homocysteine disulfide of the formula ##STR1## or an activated form thereof is reacted with (S)-2-amino-6,6-dimethoxyhexanoic acid, methyl ester to give the disulfide intermediate of the formula ##STR2## Cleavage of the disulfide bond followed by acid catalyzed cyclization produces the N-protected lactam of formula III which is useful for preparing the pharmaceutically active compound omapatrilat.

Preparation of

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Newtown, PA, United States of America

Mark D Schwinden