Preparation and characterization of new high-potency dipeptide sweetener
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(Department of Food Science and Engineering, Jinan University, Guangzhou, Guangdong 510632, China)

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    Abstract:

    N-{N-\[3-methyl-3-(3,4-methylenedioxyphenyl) butyl\]-α-L-aspartyl}-L-phenylalanine methyl ester is a new sweetener of neotame analogues. In this paper, to synthesize this sweetener, designed the strategy to obtain the key intermediate 3-methyl-3-(3,3- methylenedioxyphenyl) butyraldehyde. Use 3,4-methylenedioxybenzenboronic acid and 3,3-dimethylacrylic acid as starting material through Heck reaction, esterification and DIBAL-H reduction to get the intermediate successfully. Then the target sweetener was synthesized by the reductive amination of 3-methyl-3-(3,4-methylenedioxyphenyl) butyraldehyde with aspartame, which was catalyzed by palladium/carbon under the hydrogen atmosphere. The structure of the final product was identified by NMR, IR and HRMS, and the results matched with the desired sweetener. After being verified by sensory evaluation, the sweetness is about 30 000 times than sucrose.

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穆小青,晏日安,谭奇坤,等.新型高倍二肽甜味剂的制备与表征[J].食品与机械英文版,2019,35(12):36-41.

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History
  • Received:September 19,2019
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  • Online: October 05,2022
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