Development of a suitable process for the preparation of a TNF-α converting enzyme inhibitor, WAY-281418

…, M Papamichelakis, W Chew, J Sellstedt…

Index: Wang, Youchu; Papamichelakis, Maria; Chew, Warren; Sellstedt, John; Noureldin, Razzak; Tadayon, Sam; Daigneault, Sylvain; Galante, Rocco J.; Sun, Jerry Organic Process Research and Development, 2008 , vol. 12, # 6 p. 1253 - 1260

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Citation Number: 9

Abstract

A suitable process for the preparation of kilogram quantities of a TNF-α converting enzyme (TACE) inhibitor (WAY-281418) was developed using isatin 13 as starting material and an efficient coupling step for the formation of sulfonamide 8 in a 15% overall yield. Process preparation of (+)-(1 S, 2 R)-2-aminocyclopentane-1-carboxylic acid (7,(+)-cispentacin), a chiral component for WAY-281418, was successfully scaled up via an asymmetric ...