Synthesis of (S)-2,4,6-trimethylphenylalanine
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    Abstract:

    Objective: Stereoselective synthesis of (S)-2,4,6-trimethylphenylalanine. Methods: 2,4,6-trimethylbenzoic acid was reduced to produce 2,4,6-trimethylbenzyl alcohol (1),which was brominated to generate 2,4,6-trimethylbenzyl bromide (2). The bromide (2) coupled with (S)-BPB-Ni(II)-Gly complex (3) to give (S)-Tmp-Ni(II) complex (4),which was then decomposed by acid to obtain (S)-2,4,6-trimethylphenylalanine (5). Results: (S)-2,4,6-trimethylphenylalanine was successfully synthesized at a total yield of 52.8%. Conclusion: Inexpensive and readily available starting material and reagents,simplicity of the experimental procedure and high yield make this method synthetically attractive for preparing the target amino acid.

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LI Xiao-wen, YU Lei-lei, LIU Jing-chun, CHEN Jia-jia, CHANG Lei, LI Ting-you. Synthesis of (S)-2,4,6-trimethylphenylalanine[J].,2012,(3):424-427.

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  • Received:October 31,2011
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