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Dipeptide high sweetening agent and synthesis method thereof

A technology of high-power sweetener and synthesis method, which is applied to the preparation method of peptides, chemical instruments and methods, food ingredients as taste improvers, etc., and can solve the problem of high sweetness, aspartame is not suitable for phenylketonuria patients, Less heat and other issues, to achieve the effect of precise temperature

Inactive Publication Date: 2018-09-28
JINAN UNIVERSITY
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  • Abstract
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Problems solved by technology

Aspartame was first discovered by American scientist James M.Schlatter in 1965. The sweetness of aspartame is about 200 times higher than that of sucrose. At the same time, it contains fewer calories than sucrose and has a similar taste to sucrose. Thus becoming the new darling of sweeteners in the market, but aspartame is not suitable for patients with phenylketonuria

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  • Dipeptide high sweetening agent and synthesis method thereof
  • Dipeptide high sweetening agent and synthesis method thereof
  • Dipeptide high sweetening agent and synthesis method thereof

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Embodiment 1

[0033] The synthetic route figure of dipeptide high power sweetener of the present invention is as follows figure 2 Shown, a kind of synthetic method of dipeptide high power sweetener comprises the following steps:

[0034] (1) Add anhydrous methanol (3.20 g, 0.10 mol, 1.0 equiv), concentrated H 2 SO 4 (0.02mL) and 3,3-dimethacrylic acid (9.30g, 0.093mol, 0.93equiv), heated to 70°C and condensed to reflux, after magnetic stirring for 16h, added H 2 O (20mL), NaHCO 3 (10mL), the mixture was washed with CH 2 Cl 2 (3×10mL) extract the organic phase, combine the organic phase, wash with saturated NaCl, anhydrous NaCl 2 SO 4 Dry, distill off the solvent under reduced pressure, and purify by column chromatography (eluent: 10:0→9:1V:V dichloromethane / ethyl acetate) to obtain white oil compound 3,3-methyl methacrylate (9.64g), the yield is 91%;

[0035] (2) Dissolve 2,5-xylenol (3.95g, 32.4mmol, 1.0equiv) in methanesulfonic acid (5.00mL), add 3,3-dimethyl methacrylate (5.9mL,...

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Abstract

The invention discloses a dipeptide high sweetening agent and a synthesis method thereof. The synthesis method comprises the steps of an esterification reaction, an alkylation reaction, a reduction reaction, protection and deprotection reactions, an oxidation reaction and a reductive amination reaction. According to the invention, methanol and 3,3-dimethyl acrylic acid are used as initial raw materials, and 4,4,5,8-tetramethyl-3,4-dihydrocoumarin is obtained by the esterification reaction and the alkylation reaction; LiAlH4 is used as a reducing agent, and 3-(2-hydroxyl-3,6-dimethylphenyl)-3-methylbutanol is obtained through reduction; the protection and deprotection reactions are carried out, and the intermediate 3-(2-acetyl-3,6-dimethylphenyl)-3-methylbutyraldehyde of a neotame analogueis obtained through the oxidization of the alcohol; and then a reaction with aspartame is carried out for synthesizing the dipeptide high sweetening agent with a sweetness of 70000 times of sucrose. The dipeptide high sweetening agent has excellent performance and good taste, and can meet the requirements of the current development of food industry. The synthesis method optimized by the inventionis simple in technical process and convenient in operation, the production process is green and environmentally friendly, the cost is relatively low, the method accords with the green development, andthe realization of industrialization is easy.

Description

technical field [0001] The invention belongs to the field of food additive research, and in particular relates to a dipeptide high-intensity sweetener and a synthesis method thereof. 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, which makes more and more people talk about the color of "sugar". In order to meet the higher development needs of the food industry in the food environment with the theme of health and safety in the future, human beings need green products with lower calories, higher sweetness, better stability, wider application range and superior performance. Safe and highly effective sweeteners to replace traditional sweeteners. [0003] The public's emphasis on healthy food has caused these high-efficiency sweeteners to attract widespread attention from scientists, thus giving birth to ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07K5/075C07K1/06A23L27/30
CPCC07K5/0613A23L27/32A23V2002/00A23V2200/16
Inventor 晏日安李艳波蓝平邱云胡南
Owner JINAN UNIVERSITY
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