An improved synthesis of (S)-aspartyl-(7,7-dimethylnorborn-2R-yl)-(S)-alanine methyl ester, a new high intensity artificial sweetener
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Add time:08/31/2019 Source:sciencedirect.com
(S)-Aspartyl-(7,7-dimenthylnorborn-2R-yl)-(S)-alanine methyl ester (1) was synthesized in nine steps from (+)-α-fenchyl alcohol (3) as a chiral synthon. Crucial steps for controlling the side-chain stereochemistry of 1, required for the manifestation of sweetness, were the catalytic hydroformylation of the olefin 4 and the enzymatic resolution of the racemic amino acid 9 using acylase I.
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