The Nonchiral Bislactim Diethoxy Ether as a Highly Stereo??Inducing Synthon for Sterically Hindered, γ??Branched α??Amino Acids: A Practical, Large??Scale Route to an …

…, S Stutz, W Heinzelmann, J Maibaum

Index: Goeschke, Richard; Stutz, Stefan; Heinzelmann, Walter; Maibaum, Juergen Helvetica Chimica Acta, 2003 , vol. 86, # 8 p. 2848 - 2870

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Citation Number: 25

Abstract

Abstract The diastereoselective synthesis of the sterically hindered, γ-branched α-amino acid derivative (2S, 4S)-24a and its N-[(tert-butoxy) carbonyl](Boc)-protected alcohol (2S, 4S)-19, both key intermediates of a novel class of nonpeptide renin inhibitors such as aliskiren (1), is described. Initially, the analogous methyl ester (2S, 4S)-17 was obtained by alkylation of the chiral Schöllkopf dihydropyrazine (R)-12a with the dialkoxy-substituted ...