CN114369048A - Method for catalytically synthesizing astaxanthin - Google Patents

Method for catalytically synthesizing astaxanthin Download PDF

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CN114369048A
CN114369048A CN202111569916.5A CN202111569916A CN114369048A CN 114369048 A CN114369048 A CN 114369048A CN 202111569916 A CN202111569916 A CN 202111569916A CN 114369048 A CN114369048 A CN 114369048A
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astaxanthin
compound
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ethanol
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CN114369048B (en
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朱文凯
任光明
邱金倬
梁尧尧
胡松涛
常相清
许伟
刘阳
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Zhejiang NHU Co Ltd
Shangyu NHU Biological Chemical Co Ltd
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Shangyu NHU Biological Chemical Co Ltd
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
    • C07C403/24—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by six-membered non-aromatic rings, e.g. beta-carotene
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/09—Geometrical isomers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated

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Abstract

A method for catalytically synthesizing astaxanthin, comprising the steps of: 1) putting the compound II and the compound III in a solvent according to the molar ratio of 2.05-2.1: 1, adding weak base, stirring, mixing, cooling and controlling the temperature to be minus 25-minus 10 ℃; 2) controlling the temperature to be minus 25 ℃ to minus 10 ℃, and dropwise adding an alkali liquor into the reaction mixture in the step 1) in a continuous mode, wherein the molar ratio of the alkali in the alkali liquor to the compound II is 1.4-2.5: 1; 3) after the reaction is completed, adding acid for neutralization, extracting and separating, and concentrating the organic phase to obtain the compound I.

Description

Method for catalytically synthesizing astaxanthin
Technical Field
The invention relates to a cyclohexane derivative with at least four carbon acyclic unsaturated side chains substituted by six-membered non-aromatic rings, in particular to a preparation method of astaxanthin.
Background
Astaxanthin, also known as Astaxanthin, is a fat-soluble carotenoid, the English name Astaxanthin, the chemical name 3, 3 ' -dihydroxy-4, 4 ' -diketo-beta, beta ' -carotene, of formula C40H52O4And 596.86, a reddish brown to brown powder with high heat resistance and poor light resistance. It has unique coloring function, antioxidant, anticancer, ultraviolet ray damage resisting and other functions, and may be used widely in food, feed, cosmetics, medicine and other fields. The chemical structure of the compound is a six-section ring structure formed by connecting four isoprene units in a conjugated double bond mode and two isoprene units at two ends, and the structure is shown as follows:
Figure 35835DEST_PATH_IMAGE001
the process route for chemically synthesizing astaxanthin has the advantage of low cost, and the synthesis route comprises the following steps: 2C15+ C10 ═ C40; c20+2C10 ═ C40; canthaxanthin is used as a raw material, and three synthetic routes are provided. 2C15+ C10 ═ C40 is a main route for industrially producing astaxanthin, and the route adopts a WITTIG reaction between a C15 phosphonium salt and a C10 dialdehyde under the action of alkali, the alkali is mainly strong base, such as hydroxide or alkali metal alkoxide which is used in DE19509955A1, and strong base sodium methylate is used in CN101454280B, but the strong base is too strong in the synthesis process of the astaxanthin, so that byproducts such as astacin and hemishrimps can be generated, the yield of reactants is reduced, the reaction conditions are not easy to control, the control of the reaction conditions is strict, and the industrial production is difficult to control. There is a literature reporting a synthesis method (eur.j.org.chem.2000, 829-836) using butylene oxide as a weak base to finally form astaxanthin through WITTIG reaction, and the advantage of using butylene oxide as a weak base is that anions (e.g., bromide) of phosphine salt are captured to be chemically bonded, but butylene oxide is a relatively expensive carcinogen and is itself flammable and explosive, and is not suitable for use in green continuous chemical production. Therefore, the further improvement of the synthetic astaxanthin route of 2C15+ C10 ═ C40 and the improvement of the yield of the reaction become problems to be solved in the prior art.
Disclosure of Invention
Aiming at the problems, the invention provides a method for catalytically synthesizing astaxanthin, which has the advantages of simple, safe and green catalyst source, high yield, easily controlled process conditions, less side reaction and the like.
In order to solve the problems, the technical scheme provided by the invention is as follows:
a method for catalytically synthesizing astaxanthin,
the reaction formula is as follows
Figure 451773DEST_PATH_IMAGE002
The method comprises the following steps:
a method for the catalytic synthesis of astaxanthin, comprising the steps of:
1) dissolving a compound II and a compound III in a solvent, adding weak base, stirring, mixing and cooling, and controlling the temperature to be minus 25 ℃ to minus 10 ℃;
2) adding strong alkali liquor into the reaction mixture in the step 1) at a temperature of between-25 ℃ and-10 ℃ for reaction;
3) after the reaction is completed, adding acid for neutralization, extracting and separating, and concentrating the organic phase to obtain the compound I.
The method for catalytically synthesizing the astaxanthin further comprises the following steps: in the step 1), the weak base is selected from sodium salt or potassium salt of weak organic acid, preferably, the weak base is selected from one or more of sodium benzoate, sodium phenolate, sodium formate, sodium oxalate, sodium acetate, potassium benzoate, potassium formate, potassium oxalate and potassium acetate.
The method for catalytically synthesizing the astaxanthin further comprises the following steps: in the step 2), the strong alkali liquor is a homogeneous solution or suspension selected from alkali metal alcoholate, alkali metal hydroxide and butyl lithium; the strong alkali solution is a homogeneous solution or suspension of sodium hydroxide or potassium hydroxide in ethanol, the ethanol for preparing the strong alkali solution contains 8-10% of water by weight, and the mass ratio of the ethanol to dichloromethane in a solvent is 0.7-0.8: 1.
the molar ratio of the alkali in the strong alkali solution to the compound II is 1.4-2.5: 1, and preferably 1.4-1.8: 1.
The method for catalytically synthesizing the astaxanthin further comprises the following steps: in the step 1), the molar ratio of the compound II to the compound III is 2.0-2.2: 1; the molar ratio of the weak base to the compound II is 0.5-1.5: 1, preferably 0.8-1.2: 1.
the method for catalytically synthesizing the astaxanthin further comprises the following steps: in step 1), the solvent is selected from an alcohol solvent, a mixture of different alcohol solvents or a mixed solvent consisting of alcohol and a water-immiscible nonpolar solvent, preferably, the alcohol solvent is selected from methanol, ethanol, 1-propanol, 2, propanol and n-butanol; the water-immiscible non-polar solvent is selected from dichloromethane, ethyl acetate, methyl acetate, cyclohexane or toluene.
The method for catalytically synthesizing the astaxanthin further comprises the following steps: in the step 1), the solvent is ethanol and dichloromethane in a mass ratio of 0.3-0.4: 1, and the water content of the ethanol in the solvent is 8-10% by weight; the mass ratio of the solvent to the compound II is 4: 13 to 14.
The method for catalytically synthesizing the astaxanthin further comprises the following steps: in the step 2), the strong alkali liquor is continuously dripped into the reaction mixture in the step 1), the reaction time of dripping the strong alkali liquor into the reaction mixture in the step 1) is 4-10h, preferably 4-6h, and after dripping is finished, the reaction is carried out for 1-6h, preferably 3-5h at-25 to-10 ℃.
The method for catalytically synthesizing the astaxanthin further comprises the following steps: in step 3), the acid is 5% dilute sulfuric acid or glacial acetic acid, and is neutralized until the pH value of the solution is 2-7, preferably 3-5.
The method for catalytically synthesizing astaxanthin further comprises the following step 4): adding ethanol into the compound I obtained by concentrating the organic phase in the step 3), heating and refluxing for 3-4 h, converting astaxanthin into full- (E) -isomer through thermal isomerization, and then cooling, filtering and drying to obtain an astaxanthin finished product.
The invention provides a method for catalytically synthesizing astaxanthin, which adopts weak base sodium formate, sodium acetate and sodium oxalate as phase transfer catalysts for wittig reaction, and H removed in the reaction process+Firstly, reacting with weak base to generate corresponding weak acid to promote the forward progress of wittig reaction; the weak acid then reacts with the potassium hydroxide/sodium hydroxide to form the corresponding weak base. Compared with the prior art, the method has the following beneficial effects: (1) the novel method uses weak base sodium formate, sodium acetate and sodium oxalate as phase transfer catalysts for wittig reaction, and the catalysts are simple in source, safe, environment-friendly and low in economic cost; (2) less by-products such as semiastacin and astacin are formed in the process of the invention, and by means of the above preferred process conditions, the semiastacin and astacin contents will be reduced to a minimum, the semiastacin content being reduced to < 0.9%, the astacin content being reduced to < 0.4%, (3) the process conditions in the process of the invention are easier to control, and the conditions are less demanding. The astaxanthin obtained by the process of the invention is mostly converted into the particularly desired all- (E) -isomer (all-trans astaxanthin) by thermal isomerization, usually by heating in ethanol.
Detailed Description
In order to make the objects, technical solutions and advantages of the embodiments of the present invention clearer, the technical solutions in the embodiments of the present invention are clearly and completely described below, and it is obvious that the described embodiments are a part of the embodiments of the present invention, but not all of the embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
The molar yield of all-trans astaxanthin, calculated on the basis of compound III used = finished product mass of astaxanthin x content of all-trans astaxanthin/596.86 x 164/5.65
Comparative example 1
Preparing strong alkali liquor: 5.2g of sodium hydroxide was placed in a single-neck flask, 70g of ethanol (water content 10 wt%) was added, stirred and dissolved until the solution was clear and no significant sodium hydroxide remained, and transferred to a constant-pressure dropping funnel.
At the start of the reaction, a 500ml four-necked flask was flushed with nitrogen for at least 10 min. Then, 40g of the compound II, 5.65g of the compound III, 100g of dichloromethane and 40g of ethanol (with the water content of 10 wt%) are placed in a flask, sodium hydroxide is dripped when the temperature of the mixed solution in the flask is reduced to-20 ℃, the dripping speed is controlled, the sodium hydroxide is dripped for 4 hours, after the dripping is finished, the mixture is stirred at-15 ℃ and is kept for reaction for 3 hours, and the reaction process is monitored. After the reaction was completed, neutralization was carried out with 7.8g of glacial acetic acid at a constant temperature.
Then, the neutralized reaction mixture was washed with 200ml of water 4 times, and extracted with 50ml of dichloromethane each time during the water washing, and the oil phase was separated and collected. The oil phase was concentrated by vacuum distillation to recover 200-230ml dichloromethane, and the concentration was stopped.
300ml of ethanol was added to the concentrated material, and the mixture was heated in a heating apparatus at 100 ℃. Then 100ml of solvent is extracted under the condition that the internal temperature is about 78 ℃ and the heat source is 100 ℃, then 100ml of ethanol is added, and then total reflux is carried out for 3 hours under the boiling point condition.
After the total reflux is finished, cooling the materials to 20-30 ℃, carrying out suction filtration, washing a filter cake for 2 times by using 50ml of ethanol, and then placing the filter cake in a vacuum drying oven for drying for 6 hours to obtain a finished product of 18.43g of astaxanthin;
yield: according to the detection of high performance liquid chromatography, the product contains: the content of all-trans astaxanthin is 96.35 percent, the content of semiastacin is 1.21 percent, the content of astacin is 0.45 percent, and the content of cis-astaxanthin is 0.45 percent; the molar yield of all-trans astaxanthin calculated on the basis of the compound III is 86.36 percent
Comparative example 2A 500ml four-necked flask was flushed with nitrogen for at least 10 min. Then, 40g of the compound II, 5.65g of the compound III, 100g of dichloromethane, 40g of ethanol and 5.66g of sodium acetate were placed in a flask, and when the temperature of the mixed solution in the flask was lowered to-20 ℃, the reaction was maintained and monitored. Substantially no reaction and no post-treatment.
Example 1
Batch reaction material table
Figure 453227DEST_PATH_IMAGE003
Preparing strong alkali liquor: 4.48g of sodium hydroxide is placed in a single-neck flask, 70g of ethanol (water content 10%) is added, the mixture is stirred and dissolved until the solution is transparent and no obvious sodium hydroxide residue is left, and the solution is transferred to a constant-pressure dropping funnel.
At the start of the reaction, a 500ml four-necked flask was flushed with nitrogen for at least 10 min. Then, 40g of the compound II, 5.65g of the compound III, 100g of dichloromethane, 40g of ethanol (with 10wt% of water content) and 5.74g of sodium acetate are placed in a flask, strong alkali liquor is dropwise added when the temperature of the mixed solution in the flask is reduced to-20 ℃, the dropwise adding speed is controlled, 4h is dropwise added, after the dropwise adding is finished, the stirring and heat preservation reaction are continuously carried out at the temperature of less than-15 ℃ for 3h, and after the reaction is finished, 6.73g of glacial acetic acid is used for neutralization at constant temperature.
Then, the neutralized reaction mixture was washed with 200ml of water 4 times, and extracted with 50ml of dichloromethane each time during the water washing, and the oil phase was separated and collected. The oil phase was concentrated by vacuum distillation to recover 200-230ml dichloromethane, and the concentration was stopped.
300ml of ethanol was added to the concentrated material, and the mixture was heated in a heating apparatus at 100 ℃. Then 100ml of solvent is extracted under the condition that the internal temperature is about 78 ℃ and the heat source is 100 ℃, then 100ml of ethanol is added, and then total reflux is carried out for 3 hours under the boiling point condition.
After the total reflux is finished, cooling the materials to 20-30 ℃, carrying out suction filtration, washing a filter cake for 2 times by using 50ml of ethanol, and then placing the filter cake in a vacuum drying oven for drying for 6 hours; 20.07g of astaxanthin product was obtained
Yield: according to high performance liquid chromatography detection, the content of all-trans astaxanthin in the product is 98.07%, the content of semiastacin is 0.79%, the content of astacin is 0.23%, and the content of cis-astaxanthin is 0.23%; the molar yield of all-trans astaxanthin, calculated on the basis of the compound III used, was 95.72%.
Monitoring the reaction processes of comparative examples 1 and 2 and example 1, and comparing the influence of weak base on the reaction at-20 ℃ by using sodium hydroxide as the base, finding that the addition of the weak base into the mixed reaction solution has relatively high reaction rate and high trans-astaxanthin content; when only sodium hydroxide is contained in the reaction liquid, the reaction rate is slow, and the trans-content of the astaxanthin is low; when only a weak base was added, C15 reacted little with C10.
Example 2
Batch reaction material table
Figure 386548DEST_PATH_IMAGE004
Preparing strong alkali liquor: 5.04g of sodium hydroxide is put into a single-neck bottle, 80g of ethanol (water content is 8wt%) is added, the mixture is stirred and dissolved until the solution is transparent and no obvious sodium hydroxide residue is left, and the solution is transferred into a constant-pressure dropping funnel.
At the start of the reaction, a 500ml four-necked flask was flushed with nitrogen for at least 10 min. Then, 40g of the compound II, 5.65g of the compound III, 100g of dichloromethane, 40g of ethanol (with 8wt% of water content) and 3.81g of sodium oxalate are placed in a flask, when the temperature of the mixed solution in the flask is reduced to-25 ℃, sodium hydroxide is added dropwise, the dropwise adding speed is controlled, 4h is added dropwise, after the dropwise adding is finished, the stirring and heat preservation reaction is continued at the temperature of less than-20 ℃ for 3h, and after the reaction is finished, 7.57g of glacial acetic acid is used for neutralization at constant temperature.
Then, the neutralized reaction mixture was washed with 200ml of water 4 times, and extracted with 50ml of dichloromethane each time during the water washing, and the oil phase was separated and collected. Concentrating the oil phase by vacuum distillation, recovering 200-230ml dichloromethane, and stopping concentration
300ml of ethanol was added to the concentrated material, and the mixture was heated in a heating apparatus at 100 ℃. Then 100ml of solvent is extracted under the condition that the internal temperature is about 78 ℃ and the heat source is 100 ℃, then 100ml of ethanol is added, and then total reflux is carried out for 3 hours under the boiling point condition.
After the total reflux is finished, cooling the materials to 20-30 ℃, carrying out suction filtration, washing a filter cake for 2 times by using 50ml of ethanol, and then placing the filter cake in a vacuum drying oven for drying for 6 hours to obtain 19.97g of astaxanthin finished products;
yield: according to the detection of high performance liquid chromatography, the content of all-trans astaxanthin in the product is 97.85 percent, the content of semiastaxanthin is 0.83 percent, the content of astaxanthin is 0.21 percent, and the content of cis-astaxanthin is 0.36 percent; the molar yield of all-trans astaxanthin, calculated on the basis of compound III used, was 95.03%
Example 3
Batch reaction material table
Figure 648902DEST_PATH_IMAGE005
Preparing strong alkali liquor: 3.92g of sodium hydroxide was placed in a single-neck flask, 70g of ethanol (water content 10 wt%) was added, stirred and dissolved until the solution was clear and no significant potassium hydroxide remained, and transferred to a constant pressure dropping funnel.
At the start of the reaction, a 500ml four-necked flask was flushed with nitrogen for at least 10 min. Then, 40g of the compound II, 5.65g of the compound III, 100g of dichloromethane, 30g of ethanol (with 10wt% of water content) and 7.50g of sodium oxalate are placed in a flask, when the temperature of the mixed solution in the flask is reduced to-15 ℃, potassium hydroxide is added dropwise, the dropwise adding speed is controlled, 4h is added dropwise, after the dropwise adding is finished, the stirring and heat preservation reaction is continued at the temperature of less than-10 ℃ for 3h, and after the reaction is finished, the neutralization is carried out by using 5.88g of glacial acetic acid at constant temperature.
Then, the neutralized reaction mixture was washed with 200ml of water 4 times, and extracted with 50ml of dichloromethane each time during the water washing, and the oil phase was separated and collected. Concentrating the oil phase by vacuum distillation, recovering 200-230ml dichloromethane, and stopping concentration
300ml of ethanol was added to the concentrated material, and the mixture was heated in a heating apparatus at 100 ℃. Then 100ml of solvent is extracted under the condition that the internal temperature is about 78 ℃ and the heat source is 100 ℃, then 100ml of ethanol is added, and then total reflux is carried out for 3 hours under the boiling point condition.
After the total reflux is finished, cooling the materials to 20-30 ℃, carrying out suction filtration, washing a filter cake for 2 times by using 50ml of ethanol, and then placing the filter cake in a vacuum drying oven for drying for 6 hours; 20.12g of astaxanthin was obtained as a finished product.
Yield: according to high performance liquid chromatography detection, the product contains 98.47% of all-trans astaxanthin, 0.64% of semiastaxanthin, 0.18% of astaxanthin and 0.14% of cis-astaxanthin; the molar yield of all-trans astaxanthin, calculated on the basis of the compound III used, was 96.35%.
Example 4
Batch reaction material table
Figure 111107DEST_PATH_IMAGE006
Preparing strong alkali liquor: 6.28g of potassium hydroxide was placed in a single-neck flask, 80g of ethanol (water content 8wt%) was added, and the mixture was dissolved with stirring until the solution was clear and no significant potassium hydroxide remained, and transferred to a constant-pressure dropping funnel.
At the start of the reaction, a 500ml four-necked flask was flushed with nitrogen for at least 10 min. Then, 40g of the compound II, 5.65g of the compound III, 100g of dichloromethane, 40g of ethanol (with 8wt% of water content) and 8.24g of potassium acetate are placed in a flask, when the temperature of the mixed solution in the flask is reduced to-20 ℃, potassium hydroxide is added dropwise, the dropwise adding speed is controlled, 4h is added dropwise, after the dropwise adding is finished, the stirring and heat preservation reaction is continued at the temperature of less than-15 ℃ for 3h, and after the reaction is finished, 6.73g of glacial acetic acid is used for neutralization at constant temperature.
Then, the neutralized reaction mixture was washed with 200ml of water 4 times, and extracted with 50ml of dichloromethane each time during the water washing, and the oil phase was separated and collected. The oil phase was concentrated by vacuum distillation to recover 200-230ml dichloromethane, and the concentration was stopped.
300ml of ethanol was added to the concentrated material, and the mixture was heated in a heating apparatus at 100 ℃. Then 100ml of solvent is extracted under the condition that the internal temperature is about 78 ℃ and the heat source is 100 ℃, then 100ml of ethanol is added, and then total reflux is carried out for 3 hours under the boiling point condition.
After the total reflux is finished, cooling the materials to 20-30 ℃, carrying out suction filtration, washing a filter cake for 2 times by using 50ml of ethanol, and then placing the filter cake in a vacuum drying oven for drying for 6 hours; 19.98g of finished astaxanthin product are obtained.
Yield: according to the detection of high performance liquid chromatography, the content of all-trans astaxanthin in the product is 98.03%, the content of semiastaxanthin is 0.76%, the content of astaxanthin is 0.20%, and the content of cis-astaxanthin is 0.28%. The molar yield of all-trans astaxanthin, calculated on the basis of the compound III used, was 95.25%.

Claims (10)

1. A method for catalytically synthesizing astaxanthin has the following reaction formula
Figure 874401DEST_PATH_IMAGE001
Characterized in that the method comprises the following steps:
1) dissolving a compound II and a compound III in a solvent, adding weak base, stirring, mixing and cooling, and controlling the temperature to be minus 25 ℃ to minus 10 ℃;
2) adding strong alkali liquor into the reaction mixture in the step 1) at a temperature of between-25 ℃ and-10 ℃ for reaction;
3) after the reaction is completed, adding acid for neutralization, extracting and separating, and concentrating the organic phase to obtain the compound I.
2. A method for the catalytic synthesis of astaxanthin according to claim 1, characterized in that: in the step 1), the weak base is selected from sodium salt or potassium salt of organic weak acid.
3. A method for the catalytic synthesis of astaxanthin according to claim 1, characterized in that: in the step 2), the strong alkali liquor is selected from alkali metal alcoholate, alkali metal hydroxide and butyl lithium homogeneous solution or suspension.
4. A method for the catalytic synthesis of astaxanthin according to claim 1, characterized in that: in the step 2), the molar ratio of the alkali in the strong alkali solution to the compound II is 1.4-2.5: 1.
5. A method for the catalytic synthesis of astaxanthin according to claim 1, characterized in that: in the step 1), the molar ratio of the compound II to the compound III is 2.0-2.2: 1, and the molar ratio of the weak base to the compound II is 0.5-1.5: 1.
6. A method for the catalytic synthesis of astaxanthin according to claim 1, characterized in that: in step 1), the solvent is selected from an alcohol solvent, a mixture of different alcohol solvents or a mixed solvent consisting of an alcohol and a water-immiscible nonpolar solvent.
7. The method for the catalytic synthesis of astaxanthin according to claim 6, characterized in that: in the step 1), the solvent is ethanol and dichloromethane in a mass ratio of 0.3-0.4: 1, and the water content of the ethanol is 8-10% by weight; the mass ratio of the solvent to the compound II is 4: 13 to 14.
8. A method for the catalytic synthesis of astaxanthin according to claim 3, characterized in that: the strong alkali solution is a homogeneous solution or suspension of sodium hydroxide or potassium hydroxide in ethanol; the water content of the ethanol for preparing the strong alkali solution is 8-10% by weight, and the mass ratio of the ethanol for preparing the strong alkali solution to the dichloromethane in the solvent is 0.7-0.8: 1.
9. A method for the catalytic synthesis of astaxanthin according to claim 1, characterized in that: in the step 2), the strong alkali liquor is continuously dripped into the reaction mixture in the step 1), the reaction time of dripping the strong alkali liquor into the reaction mixture in the step 1) is 4-10h, and after dripping is finished, the reaction is carried out for 1-6h at the temperature of minus 25 to minus 10 ℃.
10. A method for the catalytic synthesis of astaxanthin according to any one of claims 1 to 9, characterized in that it further comprises a step 4): adding ethanol into the compound I obtained by concentrating the organic phase in the step 3), heating and refluxing for 3-4 h, converting astaxanthin into full- (E) -isomer through thermal isomerization, and then cooling, filtering and drying to obtain an astaxanthin finished product.
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Cited By (1)

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Publication number Priority date Publication date Assignee Title
CN115784957A (en) * 2022-12-15 2023-03-14 上虞新和成生物化工有限公司 Method for purifying astaxanthin

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CN101454280A (en) * 2006-05-10 2009-06-10 帝斯曼知识产权资产管理有限公司 Process for the preparation of as taxanthin
JP2018131390A (en) * 2017-02-13 2018-08-23 アスタファーマシューティカルズ株式会社 Method for producing optically active astaxanthin
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