CN102875362A - Preparation method of L-threonic acid or salts thereof - Google Patents
Preparation method of L-threonic acid or salts thereof Download PDFInfo
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- CN102875362A CN102875362A CN2012103882512A CN201210388251A CN102875362A CN 102875362 A CN102875362 A CN 102875362A CN 2012103882512 A CN2012103882512 A CN 2012103882512A CN 201210388251 A CN201210388251 A CN 201210388251A CN 102875362 A CN102875362 A CN 102875362A
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Abstract
The invention discloses a preparation method of L-threonic acid or salts thereof. The preparation method is characterized by comprising the following steps: by using L-ascorbic acid as a raw material and hydrogen peroxide as a catalyst, adding a metal hydroxide salifying agent to react at 0-40 DEG C for 3-6 hours, removing molecular oxygen in the solution, and directly carrying out purification crystallization or carrying out crystallization after desalting, thereby obtaining the required L-threonic acid or salts thereof. By using the metal hydroxide salifying agent, the reaction of the salts of L-threonic acid can be performed more easily, thereby shortening the reaction time from the traditional 36 hours to 3-6 hours. The quantitative addition of the metal hydroxide salifying agent can reduce the after-treatment procedures, and is beneficial to enhancing the yield.
Description
Technical field
The invention belongs to the carbohydrate synthesis technical field, particularly the preparation method of L-threonic acid or its salt.
Background technology
L-threonic acid and salt thereof belong to four carbon polyols.The L-threonic acid is the meta-bolites of L-AA, and can promote ascorbic absorption and utilization, thereby improve its activity, the L-threonic acid may also have and the synergistic function of Regular Insulin, and the L-threonic acid makes metal ion easily as the carrier of ion and amino acid or protein bound and absorbed by animal and utilize.L-threonic acid higher biological activity and physiological action in human body, so that the research of L-threonic acid and salt thereof is more and more active, the application of L-threonic acid and salt thereof will be more extensive.
L-threonic acid and salt thereof are raw material in order to vitamins C and calcium carbonate usually, add hydrogen peroxide oxidation and are reacted into l threonic acid, then make corresponding L-threonic acid and salt thereof after the decalcification more as required.Complete in order to guarantee raw material reaction, calcium carbonate and hydrogen peroxide are excessive adding, have increased postprocessing working procedures, also so that the yield reduction.
Summary of the invention
The technical problem to be solved in the present invention provides the preparation method of a kind of L-threonic acid or its salt, the method has overcome the shortcoming that prior art exists, quantitatively add the metal hydroxides salt forming agent, one step preparation L-threose acid salt, reaction process is simple, yield is high, has reduced production cost, is a kind of L-threonic acid of simple and effective and the preparation method of salt thereof.
For realizing that the technical scheme that purpose of the present invention adopts is:
One aspect of the present invention relates to a kind of preparation method of L-threose acid salt, it is characterized in that comprising the steps: take L-AA as raw material, hydrogen peroxide is catalyzer, add the metal hydroxides salt forming agent, temperature of reaction is controlled at the 0-40 degree, and the reaction times is 3-6 hour, behind the molecular oxygen in the removal solution, direct purification crystallization or desalination post crystallization obtain needed L-threonic acid or its salt.
In a preferred embodiment of the present invention, described L-threose acid salt is l threonic acid, L-magnesium threonate, L-threonic acid iron, L-threonic acid sodium.
In a preferred embodiment of the present invention, described metal hydroxides salt forming agent is selected from one or more the combination in calcium hydroxide, magnesium hydroxide, ironic hydroxide, the sodium hydroxide.
In a preferred embodiment of the present invention, described deoxidation method is hydrogen peroxide enzyme process and/or heating activated carbon method.
In a preferred embodiment of the present invention, described L-AA: hydrogen peroxide: the mol ratio of metal hydroxides is: 1:1.5-2.0:0.8-1.2.
In a preferred embodiment of the present invention, described crystallization is take ethanol as solvent, and ethanol is joined heating for dissolving in the syrup, and the normal temperature crystallization was preferably more than 20 hours more than 12 hours.
In a preferred embodiment of the present invention, take L-AA as raw material, hydrogen peroxide is catalyzer, and the reaction that adds the metal hydroxides salt forming agent is single step reaction.
The present invention adopts the metal hydroxides salt forming agent, so that the reaction of L-threose acid salt is more easily carried out, the reaction times shortens, and shortens to 3-6 hour by traditional 36 hours.The quantitative adding of metal hydroxides salt forming agent can reduce finishing sequence, is conducive to improve yield.Adopt different salt forming agents, can a step prepare needed L-threose acid salt, changed first synthetic l threonic acid of traditional technology, then desalination is prepared into the complicated approach of other L-threose acid salt again.
Embodiment
The present invention further is illustrated by the following example, but described embodiment is only in order to illustrating the present invention, but not in order to limit the scope of the invention.
Embodiment 1
To dissolve in 10 kilograms of L-AAs adding 200L deionized waters, add 35% hydrogen peroxide 12L, the control temperature is no more than 20 degree reactions, slowly add 4.5 kilograms in calcium hydroxide, control temperature of reaction 35 degree, reaction times is 3 hours, after adding the molecular oxygen in the catalase removal solution, filter, solution is concentrated into syrupy shape adds 20L ethanol heating for dissolving, normal temperature crystallization 24 hours, get the l threonic acid product, take the L-AA productive rate as 43%, after testing, product purity is more than 99%.
Embodiment 2
To dissolve in 10 kilograms of L-AAs adding 200L deionized waters, add 25% hydrogen peroxide 15L, the control temperature is no more than 20 degree reactions, slowly add 3.3 kilograms of magnesium hydroxides, control temperature of reaction 35 degree, reaction times is 6 hours, after adding the molecular oxygen in the catalase removal solution, filter, solution is concentrated into syrupy shape adds 20L ethanol heating for dissolving, normal temperature crystallization 24 hours, get L-magnesium threonate product, take the L-AA productive rate as 31%, after testing, product purity is more than 99%.
Embodiment 3
With dissolving in 10 kilograms of L-AAs adding 200L deionized waters, add 28% hydrogen peroxide 15L, the control temperature is no more than 20 degree reactions, slowly add 5 kilograms of ironic hydroxides, control temperature of reaction 35 degree, the reaction times is 5 hours, behind the molecular oxygen in the adding heating activated carbon removal solution, filter, solution is concentrated into syrupy shape adds 20L ethanol heating for dissolving, normal temperature crystallization 24 hours gets L-threonic acid iron product, productive rate is 29%, and purity is 97%.
Embodiment 4
With dissolving in 10 kilograms of L-AAs adding 200L deionized waters, add 30% hydrogen peroxide 13L, the control temperature is no more than 20 degree reactions, slowly add 3 kilograms in sodium hydroxide, control temperature of reaction 35 degree, the reaction times is 3 hours, behind the molecular oxygen in the adding heating activated carbon removal solution, filter, solution is concentrated into syrupy shape adds 20L ethanol heating for dissolving, normal temperature crystallization 24 hours gets L-threonic acid sodium product, productive rate is 55%, and product purity is 99%.
Embodiment 5
To dissolve in 10 kilograms of L-AAs adding 200L deionized waters, add 35% hydrogen peroxide 12L, the control temperature is no more than 20 degree reactions, slowly add 4.5 kilograms in calcium hydroxide, control temperature of reaction 35 degree, reaction times is 3 hours, after adding the molecular oxygen in the catalase removal solution, filter, solution is removed calcium ion by Zeo-karb, be concentrated into syrupy shape and add 20L ethanol heating for dissolving, normal temperature crystallization 24 hours, get L-threonic acid product, productive rate is 65%, and product purity is 97%.
Should be understood that; specific embodiments of the invention only are the purposes of property explanation presented for purpose of illustration; it limits protection scope of the present invention never in any form; those skilled in the art can be improved or conversion according to the above description, and all these improvement and conversion all should belong to the protection domain of claims of the present invention.
Claims (7)
1. the preparation method of a L-threonic acid or its salt, it is characterized in that comprising the steps: take L-AA as raw material, hydrogen peroxide is catalyzer, add the metal hydroxides salt forming agent, temperature of reaction is controlled at the 0-40 degree, and the reaction times is 3-6 hour, behind the molecular oxygen in the removal solution, choose wantonly, comprise solution is passed through Zeo-karb; Then direct purification crystallization or desalination post crystallization obtain needed L-threonic acid or its salt.
2. preparation method according to claim 1, described L-threose acid salt is selected from one or more in l threonic acid, L-magnesium threonate, L-threonic acid iron, the L-threonic acid sodium.
3. preparation method according to claim 1, described metal hydroxides salt forming agent is selected from one or more the combination in calcium hydroxide, magnesium hydroxide, ironic hydroxide, the sodium hydroxide.
4. preparation method according to claim 1, described deoxidation method is hydrogen peroxide enzyme process and/or heating activated carbon method.
5. preparation method according to claim 1, described L-AA: hydrogen peroxide: the mol ratio of metal hydroxides is: 1:1.5-2.0:0.8-1.2.
6. preparation method according to claim 1, described crystallization is take ethanol as solvent, and ethanol is joined heating for dissolving in the syrup, the normal temperature crystallization was preferably more than 20 hours more than 12 hours.
7. preparation method according to claim 1, take L-AA as raw material, hydrogen peroxide is catalyzer, the reaction that adds the metal hydroxides salt forming agent is single step reaction.
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| CN2012103882512A CN102875362A (en) | 2012-10-12 | 2012-10-12 | Preparation method of L-threonic acid or salts thereof |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104961636A (en) * | 2015-07-14 | 2015-10-07 | 启东东岳药业有限公司 | Synthesis method of magnesium L-threonate |
| CN106083567A (en) * | 2016-06-22 | 2016-11-09 | 张家港威胜生物医药有限公司 | A kind of preparation method of L magnesium threonate |
| CN111704542A (en) * | 2020-07-02 | 2020-09-25 | 浙江晟格生物科技有限公司 | Method for preparing calcium threonate by taking calcium xylonate as raw material |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN1302793A (en) * | 2000-10-13 | 2001-07-11 | 西北大学 | Zinc L-threonate, its preparing process and its application as zinc-supplementing agent |
| US6548687B1 (en) * | 1998-08-18 | 2003-04-15 | Kai Yu | Chromium L-threonate, process for preparation of the same and their use |
| CN1118450C (en) * | 1999-11-12 | 2003-08-20 | 北京巨能亚太生命科学研究中心 | New L-threonic acid derivatives |
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2012
- 2012-10-12 CN CN2012103882512A patent/CN102875362A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6548687B1 (en) * | 1998-08-18 | 2003-04-15 | Kai Yu | Chromium L-threonate, process for preparation of the same and their use |
| CN1118450C (en) * | 1999-11-12 | 2003-08-20 | 北京巨能亚太生命科学研究中心 | New L-threonic acid derivatives |
| CN1302793A (en) * | 2000-10-13 | 2001-07-11 | 西北大学 | Zinc L-threonate, its preparing process and its application as zinc-supplementing agent |
Non-Patent Citations (1)
| Title |
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| 陈三平等: "L-苏糖酸锌的制备及其性质", 《应用化学》, vol. 18, no. 19, 30 September 2001 (2001-09-30), pages 761 - 3 * |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104961636A (en) * | 2015-07-14 | 2015-10-07 | 启东东岳药业有限公司 | Synthesis method of magnesium L-threonate |
| CN104961636B (en) * | 2015-07-14 | 2016-08-31 | 启东东岳药业有限公司 | L-magnesium threonate synthetic method |
| CN106083567A (en) * | 2016-06-22 | 2016-11-09 | 张家港威胜生物医药有限公司 | A kind of preparation method of L magnesium threonate |
| CN111704542A (en) * | 2020-07-02 | 2020-09-25 | 浙江晟格生物科技有限公司 | Method for preparing calcium threonate by taking calcium xylonate as raw material |
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Application publication date: 20130116 |