The combination of hydroformylation and biocatalysis for the large-scale synthesis of (S)-allysine ethylene acetal

…, CH Hanson, MC Lloyd, S Simmonds…

Index: Cobley, Christopher J.; Lloyd, Michael C.; Simmonds, Shaun; Hanson, Christopher H.; Peng, Wei Jun Organic Process Research and Development, 2011 , vol. 15, # 1 p. 284 - 290

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Citation Number: 10

Abstract

The compound,(S)-2-amino-5-[1, 3] dioxolan-2-yl-pentanoic acid [(S)-allysine ethylene acetal], is a key intermediate in a number of angiotension-I converting enzyme (ACE) and neutral endopeptidase (NEP) inhibitors currently in clinical trials. Through a combination of our hydroformylation and biocatalysis technologies we have developed an efficient five-step synthetic route to this material starting from crotonaldehyde. The development of this ...