… Diels-Alder-Biocatalysis Approach for the Synthesis of (S)-3-[2-{(Methylsulfonyl) oxy} ethoxy]-4-(triphenylmethoxy)-1-butanol Methanesulfonate, a Key Intermediate for …

…, CK Govindan, H Junga, J Lalonde…

Index: Caille, Jean-Claude; Govindan; Junga, Heiko; Lalonde, Jim; Yao, Yiming Organic Process Research and Development, 2002 , vol. 6, # 4 p. 471 - 476

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Citation Number: 15

Abstract

A cost-effective and easily scaled-up process has been developed for the synthesis of (S)-3- [2-{(methylsulfonyl) oxy} ethoxy]-4-(triphenylmethoxy)-1-butanol methanesulfonate, a key intermediate used in the synthesis of a protein kinase C inhibitor drug through a combination of hetero Diels-Alder and biocatalytic reactions. The Diels-Alder reaction between ethyl glyoxylate and butadiene was used to make racemic 2-ethoxycarbonyl-3, 6-dihydro-2H- ...