Efficient enantioconvergent synthesis of (S)-α-benzyl-α-methyl-β-alanine from (R)- and (S)-2-cyano-2-methyl-3-phenylpropanoic acid

Add time:08/15/2019    Source:sciencedirect.com

An efficient synthesis of (S)-α-benzyl-α-methyl-β-alanine in 59% overall yield from benzaldehyde and methyl cyanoacetate has been developed. Enantioconvergent approaches to the synthesis of the target α,α-disubstituted β-amino acid from both enantiomers of previously resolved 2-cyano-2-methyl-3-phenylpropanoic acid constitute the key steps in the proposed methodology. The use of inexpensive and readily available reagents and the simplicity of the experimental procedures make the present protocol synthetically attractive and of great potential for scale up.

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