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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 34, 2004 - Issue 5
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Original Articles

A Concise, High Yield Synthesis of the Selective ECE‐Inhibitor, CGS 35066

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Pages 775-782 | Received 28 Aug 2003, Published online: 20 Aug 2006
 

Abstract

A highly efficient synthesis of the selective endothelin‐converting enzyme, CGS 35066 is described. The key steps involved a Pd‐catalyzed coupling of the phenyl rings of a diphenyl ether, and the use of the Schöllkopf reagent, (2R)‐2‐isopropyl‐3,6‐dimethoxy‐2,5‐dihydropyrazine as a chiral auxiliary furnishing a dibenzofuranylmethyl substituted amino ester in high (>98%) enantiomeric purity, which was then carried forward to complete the synthesis of the ECE inhibitor CGS 35066.

Acknowledgment

Mayo Foundation's research support is gratefully acknowledged.

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