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Compound, and synthesis method and application thereof

A synthesis method and compound technology, applied in chemical instruments and methods, peptide preparation methods, food science, etc., can solve the problems of high cost, complicated preparation, and restrictions on the application of neotame, and achieve considerable yield, simple process, The effect is cheap to produce

Inactive Publication Date: 2019-03-29
JINAN UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the preparation of 3,3-dimethylbutyraldehyde is relatively complicated and the cost is high, which limits the application of neotame in food production to a certain extent.

Method used

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  • Compound, and synthesis method and application thereof
  • Compound, and synthesis method and application thereof
  • Compound, and synthesis method and application thereof

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Embodiment 1

[0041] The synthetic route diagram of compound described in the present invention is as follows figure 2 Shown, a kind of synthetic method of compound comprises the following steps:

[0042] (1) Preparation of 3-cyclohexyl-L-alanine-1-methyl ester:

[0043] Add anhydrous methanol (30mL) and L-cyclohexylalanine (1.11g, 6.50mmol) successively to a 100mL round-bottomed flask under ice-bath conditions, add thionyl chloride (10mL) after stirring for 5min, and heat to 60 ℃ and condensed to reflux, magnetically stirred for 12 h, and then the solvent was distilled off under reduced pressure to obtain white solid compound 2 (1.20 g, 6.49 mmol), with a yield of 99%.

[0044] (2) Preparation of Boc-L-aspartyl-3-cyclohexyl-L-alanine-1-methyl ester:

[0045] Add 3-cyclohexyl-L-alanine-1-methyl ester (1.20 g, 6.49 mmol), Boc-L-aspartic acid-4-benzyl ester (2.10 g, 6.49 mmol) and anhydrous dichloromethane (30mL), after stirring for 5min, add 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide ...

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Abstract

The invention discloses a compound, and a synthesis method and application thereof. The synthesis method comprises an esterification reaction, an alkylation reaction and a reduction reaction. The method uses L-cyclohexylalanine and Boc-L-aspartic acid-benzyl ester as starting materials, and conducts the esterification reaction, alkylation reaction and reduction reaction to obtain a target productN-[3-(3-hydroxy-4-methoxyphenyl)]-alpha-L-aspartyl-3-cyclohexyl-L-alanine-1-methyl ester. The synthesized compound has a synthetic sweetness of about 25000 times that of sucrose, has superior performance and good taste, can satisfy demand for the development of the current food industry as a sweetener. The synthesis method optimized by the invention is simple in process, convenient in operation, green in production process, relatively low in cost, in line with green development, and easy to realize industrialization.

Description

technical field [0001] The invention relates to the field of food additive research, in particular to a compound and its synthesis method and application. Background technique [0002] In recent years, as people pay more and more attention to a healthy diet, diabetes, dental caries, obesity, etc. have become common diseases in today's society due to excessive intake of sugar. The public's emphasis on healthy food has made high-efficiency sweeteners arouse the widespread attention of scientists, thus giving birth to a number of new sweeteners, such as aspartame and neotame. Neotame is a new type of dipeptide sweetener with high sweetness (about 8000 times the sweetness of sucrose), good stability, no dental caries, and high safety. However, the preparation of 3,3-dimethylbutyraldehyde is relatively complicated and the cost is high, which limits the application of neotame in food production to a certain extent. Therefore, the research and development of neotame analogues is ...

Claims

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Application Information

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IPC IPC(8): C07K5/072C07K1/06A23L27/30
CPCA23L27/31C07K5/06104
Inventor 晏日安邱云胡南穆小青
Owner JINAN UNIVERSITY
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