CN109096129A - A kind of preparation method of L-carnitine-L-tartrate - Google Patents
A kind of preparation method of L-carnitine-L-tartrate Download PDFInfo
- Publication number
- CN109096129A CN109096129A CN201811153925.4A CN201811153925A CN109096129A CN 109096129 A CN109096129 A CN 109096129A CN 201811153925 A CN201811153925 A CN 201811153925A CN 109096129 A CN109096129 A CN 109096129A
- Authority
- CN
- China
- Prior art keywords
- carnitine
- tartrate
- temperature
- hours
- tartaric acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/14—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof
- C07C227/18—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof by reactions involving amino or carboxyl groups, e.g. hydrolysis of esters or amides, by formation of halides, salts or esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/41—Preparation of salts of carboxylic acids
- C07C51/412—Preparation of salts of carboxylic acids by conversion of the acids, their salts, esters or anhydrides with the same carboxylic acid part
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/43—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
A kind of preparation method applied to one of field of compound preparation L-carnitine-L-tartrate, this method is in the presence of anhydrous organic solvent and eliminating smell agent, fishlike smell most in L-carnitine product can be removed, and by preparing control of the L-carnitine-L-tartrate process to reaction method and reaction condition with tartaric acid, the L-carnitine-L-tartrate of no fishlike smell is obtained.Have compared with prior art products obtained therefrom it is high-quality, without fishlike smell, reaction process is easy to operate, highly-safe, the advantages that being suitable for industrialized production, will be widely used in L-carnitine-L-tartrate preparation field.
Description
Technical field
Preparation method the present invention relates to one of field of compound preparation without fishlike smell L-carnitine-L-tartrate.
Background technique
L-carnitine (L-carnitine) be also levocarnitine, white crystals or crystalline powder, and hygroscopicity is extremely strong, changes
Scientific name: (R)-L-CARNITINE, English name: (R) -3-Hydroxy-4- (trimethylammonio)
Butyrate, molecular formula: C7H15NO3, molecular weight: 161.2, CAS:541-15-1, structural formula is following (formula I):
L-carnitine was found from meat extract in 1905 by Russia chemist Gulewitsch and Krimberg, was
Nutriment necessary to the mankind and animal, its basic function are that auxiliary long chain fatty acids enter the load aoxidized in mitochondria
Body.L-carnitine is very widely used, can be used as the clinic of the diseases such as chronic renal failure, coronary heart disease, organic acidemia
Drug, in recent years L-carnitine in nutrition and health care, defatting beauty, improve locomitivity, recover from fatigue and food additives and feeding
It finds broad application in the fields such as feed additives.Because of the property of L-carnitine easily moisture absorption, save its raw material tight to environmental requirement
Lattice are made into L-carnitine currently as the application such as nutrition and health care, food additives and feed addictive to solve this problem often
The form of tartrate.
The preparation method of L-carnitine has extraction method, biological fermentation process, enzyme transforming process, four kinds of chemical synthesis, left at present
The source of rotation carnitine is mainly chemical synthesis preparation.Chemical synthesis route is more, and main route is as follows:
Route one, 4- chloroacetyl acetacetic ester are raw material:
Route two, using epoxychloropropane as raw material:
Route three, using one 1 one butyrolactone of (S) monohydroxy as raw material:
It can be seen that by the above synthetic route, chemical synthesis L-carnitine will inevitably use critical materials trimethylamine,
Because trimethylamine is there are serious fishlike smell, the L-carnitine-L-tartrate of the L-carnitine and subsequent synthesis that lead to synthesis exists tight
The fishlike smell of weight, seriously affects it in the application in the fields such as nutrition and health care, food additives and feed addictive.
Therefore, the preparation method for developing a kind of no fishlike smell L-carnitine-L-tartrate is a new class urgently to be resolved
Topic.
Summary of the invention
The purpose of the present invention is to provide a kind of preparation method of no fishlike smell L-carnitine-L-tartrate, this method operations
It is easy, highly-safe, high income, qualified product, at low cost, environmentally protective.
The object of the present invention is achieved like this: a kind of preparation method of L-carnitine-L-tartrate, the method includes
Following steps:
(1) anhydrous organic solvent, L-carnitine and eliminating smell agent are mixed, is stirred, filtering obtains L-carnitine solution；
(2) water is added in the L-carnitine solution for obtaining step (1), is warming up to certain temperature and maintains this temperature that wine is added dropwise
Stone acid solution, finishes temperature reaction certain time, gradient cooling crystallization, and filtering obtains L-carnitine-L-tartrate；
The tartaric acid solution is formulated by tartaric acid and the anhydrous organic solvent；It is described in step (1)
The specific method that anhydrous organic solvent, L-carnitine and eliminating smell agent are mixed is will be after L-carnitine and anhydrous organic solvent dissolution
Eliminating smell agent is added；The anhydrous organic solvent is selected from methanol；The eliminating smell agent is in active carbon, aluminium oxide, diatomite
It is one or more of；The quality of the L-carnitine and the volume ratio of anhydrous organic solvent are 0.5-2:5-8, the unit of the quality
For g, the unit of the volume is ml；The mass ratio of the L-carnitine and eliminating smell agent is 15-25:0.1-2；When the stirring
Temperature is 15-35 DEG C；The time of the stirring is 0.2-3 hours；In step (1), the quality of the L-carnitine with it is anhydrous
The volume ratio of organic solvent is 1:6, and the unit of the quality is g, and the unit of the volume is ml；The L-carnitine and taste removal
The mass ratio of agent is 20:1；The temperature when stirring is 20-30 DEG C；The time of the stirring is 0.5-2 hours；The nothing
Aqueous organic solvent, L-carnitine, eliminating smell agent are to be added at one time in reaction system；In step (1), when the stirring
Temperature is 25 DEG C；The time of the stirring is 1 hour；The sum of the anhydrous organic solvent used in the step (1) and step (2)
Volume ratio with the water is 40-68:1；The temperature for being warming up to certain temperature is 53-60 DEG C；It is described in step (2)
The reaction temperature of temperature reaction certain time is 60-70 DEG C；The mass ratio of the L-carnitine and tartaric acid is 50:20-25；Institute
It states in tartaric acid solution, the volume ratio of the quality of the tartaric acid and the anhydrous organic solvent is 22.5:180-200, institute
The unit for stating quality is g, and the unit of the volume is ml；The time of the dropwise addition is 20-100 minutes；The temperature reaction one
The reaction time fixed time is 1.5-4 hours；The method of the gradient cooling crystallization are as follows: be cooled to 53-60 DEG C, left-handed meat is added
Alkali tartrate stirring and crystallizing 1.5-4 hours, is cooled to -5 DEG C -10 DEG C, and stirring and crystallizing 1-8 hours, the addition L-carnitine
The mass ratio of the quality of tartrate and the L-carnitine is 0.1-1:50；The nothing used in the step (1) and step (2)
The sum of aqueous organic solvent and the volume ratio of the water are 49-60:1；The temperature for being warming up to certain temperature is 58 DEG C；In step
(2) in, the reaction temperature of the temperature reaction certain time is 66 DEG C；The mass ratio of the L-carnitine and tartaric acid is 50:
22.5；In the tartaric acid solution, the volume ratio of the quality of the tartaric acid and the anhydrous organic solvent is 22.5:190,
The unit of the quality is g, and the unit of the volume is ml；The time of the dropwise addition is 30-60 minutes；The temperature reaction one
The reaction time fixed time is 2-3 hours；The method of the gradient cooling crystallization are as follows: be cooled to 58 DEG C, L-carnitine wine is added
Stone hydrochlorate stirring and crystallizing 2.5 hours, is cooled to 0 DEG C, and stirring and crystallizing 4 hours, the quality that L-carnitine-L-tartrate is added
Mass ratio with the L-carnitine is 0.5:50；The time of the dropwise addition is 45 minutes；The temperature reaction certain time
Reaction time is 2.5 hours；After the filtering, obtain include the steps that before L-carnitine-L-tartrate it is dry；The drying
Temperature is 30 DEG C -50 DEG C, and the time of the drying is 5-13 hours；The temperature of the drying is 45 DEG C, the time of the drying
It is 7 hours；The L-carnitine-L-tartrate being prepared in the step (2) is no fishlike smell L-carnitine-L-tartrate；Institute
The tartaric acid stated is selected from L-TARTARIC ACID.
The preparation method of the invention for being characterized by a kind of no fishlike smell L-carnitine-L-tartrate, principle is: (1) leading to
The optimization to eliminating smell agent type in step (1) is crossed, good effect, and material can get for the removal of L-carnitine fishlike smell
It is to be added at one time, easy to operate, mild condition is suitable for industrialized production；(2) by the optimization to solvent in step (2),
Good result can be obtained for the control of L-carnitine-L-tartrate crystallization speed, impurity caused by effectivelying prevent crystallization too fast
Package, can further remove the fishlike smell in product；(3) by the optimization to water consumption, product yield and purity can be obtained
Obtain good effect；(4) for gained L-carnitine-L-tartrate without fishlike smell, purity is good.
Compared with prior art, products obtained therefrom is without fishlike smell, quality for a kind of preparation method of L-carnitine-L-tartrate
Good, crystal uniformly, purity is high, high income, reaction process is easy to operate, highly-safe, the advantages that being suitable for industrialized production, will
It is widely used in L-carnitine-L-tartrate preparation field.
Specific embodiment
Following embodiment will be helpful to understanding of the invention, but these embodiments are only for being illustrated the present invention,
The present invention is not limited to these contents.
Embodiment one:
(1) 50.0g L-carnitine and 300ml methanol are added into 500ml single port bottle, is stirred to dissolve at 25 DEG C, is added
2.5g eliminating smell agent, the selection situation of the eliminating smell agent are shown in Table 1, stir 1h, filter, obtain L-carnitine solution.It is left-handed by what is obtained
Carnitine solution is evaporated off the smell situation after solvent and is shown in Table 1:
Table 1: the selection of eliminating smell agent L-carnitine solution is evaporated off the taste removal effect of product after solvent
(2) L-carnitine solution is added into the 1000ml four-hole bottle equipped with thermometer, 10ml water stirs lower heating system,
58 DEG C of temperature are maintained, L-TARTARIC ACID solution (22.5gL- tartaric acid and 190ml methanol are prepared) is added dropwise, is added dropwise within 45 minutes,
66 DEG C are warming up to, is reacted 2.5 hours.It cools to 58 DEG C, 0.5g L-carnitine-L-tartrate is added, stirring and crystallizing 2.5 is small
When, be cooled to 0 DEG C, stirring and crystallizing 4 hours, a large amount of crystal be precipitated, filter, filter cake washed with 100ml methanol, 45 DEG C drying 7 hours,
L-carnitine-L-tartrate is obtained, taste removal effect, molar yield and purity situation are shown in Table 2.
Table 2: the selection of eliminating smell agent changes L-carnitine-L-tartrate taste removal effect, molar yield and purity
| Serial number | Eliminating smell agent | Taste removal effect | Yield % | Purity |
| 1 | Aluminium oxide | Slight fishlike smell | 90.1 | 99.62 |
| 2 | Active carbon | Without fishlike smell | 90.8 | 99.68 |
| 3 | Silica gel | Fishlike smell is heavier | 86.5 | 99.69 |
| 4 | Diatomite | Slight fishlike smell | 88.9 | 99.53 |
Embodiment two
(1) 50.0g L-carnitine and 300ml organic solvent, the selection situation of organic solvent are added into 500ml single port bottle
It is shown in Table at 3,25 DEG C and is stirred to dissolve, 2.5g active carbon is added, stir 1h, filter, obtain L-carnitine solution.
(2) L-carnitine solution is added into the 1000ml four-hole bottle equipped with thermometer, 10ml water stirs lower heating, dimension
58 DEG C of system temperature are held, L-TARTARIC ACID solution is added dropwise, and (22.5gL- tartaric acid and 190ml organic solvent are prepared, the choosing of organic solvent
It selects situation and is shown in Table 3,45 minutes and be added dropwise, be warming up to 66 DEG C, react 2.5 hours.It cools to 58 DEG C, it is left-handed that 0.5g is added
Carnitine tartrate stirring and crystallizing 2.5 hours, is cooled to 0 DEG C, stirring and crystallizing 4 hours, a large amount of crystal is precipitated, and filters, and filter cake is used
100ml organic solvent is washed, and the selection situation of organic solvent is shown in Table 3,45 DEG C of dryings 7 hours, obtains L-carnitine-L-tartrate, crystallization
Effect, molar yield and purity situation are shown in Table 3.
Table 3: the selection and crystallization effect of organic solvent, molar yield and purity change
Embodiment three
(1) 50.0g L-carnitine and 300ml methanol are added into 500ml single port bottle, is stirred to dissolve at 25 DEG C, is added
2.5g active carbon stirs 1h, filters, obtains L-carnitine solution.
(2) L-carnitine solution, a certain amount of water, the additional amount choosing of water are added into the 1000ml four-hole bottle equipped with thermometer
It selects situation and is shown in Table 4, stir lower heating, 58 DEG C of maintenance system temperature, L-TARTARIC ACID solution (22.5gL- tartaric acid and 190ml is added dropwise
Methanol is prepared), it is added dropwise within 45 minutes, is warming up to 66 DEG C, react 2.5 hours.It cools to 58 DEG C, the left-handed meat of 0.5g is added
Alkali tartrate stirring and crystallizing 2.5 hours, is cooled to 0 DEG C, stirring and crystallizing 4 hours, a large amount of crystal is precipitated, and filters, and filter cake is used
100ml methanol is washed, 45 DEG C drying 7 hours, obtain L-carnitine-L-tartrate, crystallization effect, molar yield and purity situation are shown in Table
4。
Table 4: dosage selection and crystallization effect, molar yield and the purity of water change
Example IV
(1) 50.0g L-carnitine and 300ml methanol are added into 500ml single port bottle, is stirred to dissolve at 25 DEG C, is added
2.5g active carbon stirs 1h, filters, obtains L-carnitine solution.
(2) L-carnitine solution is added into the 1000ml four-hole bottle equipped with thermometer, 10ml water stirs lower heating, dimension
Certain temperature is held, actual temp selection situation is shown in Table 5, and L-TARTARIC ACID solution is added dropwise, and (22.5gL- tartaric acid is matched with 190ml methanol
System), it is added dropwise within 45 minutes, is warming up to 66 DEG C, react 2.5 hours.It cools to 58 DEG C, 0.5g L-carnitine winestone is added
Hydrochlorate stirring and crystallizing 2.5 hours, is cooled to 0 DEG C, stirring and crystallizing 4 hours, a large amount of crystal is precipitated, and filters, filter cake 100ml first
Alcohol is washed, 45 DEG C drying 7 hours, obtain L-carnitine-L-tartrate, molar yield and purity situation are shown in Table 5.
Table 5: system temperature selection is added dropwise in tartaric acid changes with response situation, molar yield and purity
Embodiment five
(1) 50.0g L-carnitine and 300ml methanol are added into 500ml single port bottle, is stirred to dissolve at 25 DEG C, is added
2.5g active carbon stirs 1h, filters, obtains L-carnitine solution.
(2) L-carnitine solution is added into the 1000ml four-hole bottle equipped with thermometer, 10ml water stirs lower heating, dimension
58 DEG C of system temperature are held, L-TARTARIC ACID solution (22.5gL- tartaric acid and 190ml methanol are prepared) is added dropwise, is added dropwise within 45 minutes,
It is warming up to certain temperature, actual temp selection situation is shown in Table 6, reacts 2.5 hours.It cools to 58 DEG C, it is left-handed that 0.5g is added
Carnitine tartrate stirring and crystallizing 2.5 hours, is cooled to 0 DEG C, stirring and crystallizing 4 hours, a large amount of crystal is precipitated, and filters, and filter cake is used
100ml methanol is washed, 45 DEG C drying 7 hours, obtain L-carnitine-L-tartrate, molar yield and purity situation are shown in Table 6.
Table 6: the selection of reaction temperature and molar yield and purity change
| Serial number | Temperature | Yield % | Purity % |
| 1 | 60℃ | 89.1 | 99.65 |
| 2 | 66℃ | 90.8 | 99.68 |
| 3 | 70℃ | 90.1 | 99.40 |
Claims (10)
1. a kind of preparation method of L-carnitine-L-tartrate, it is characterised in that: the described method comprises the following steps:
(1) anhydrous organic solvent, L-carnitine and eliminating smell agent are mixed, is stirred, filtering obtains L-carnitine solution；
(2) water is added in the L-carnitine solution for obtaining step (1), is warming up to certain temperature and maintains this temperature that tartaric acid is added dropwise
Solution, finishes temperature reaction certain time, gradient cooling crystallization, and filtering obtains L-carnitine-L-tartrate；
The tartaric acid solution is formulated by tartaric acid and the anhydrous organic solvent.
2. a kind of preparation method of L-carnitine-L-tartrate according to claim 1, it is characterised in that: in step (1)
In, the specific method that anhydrous organic solvent, L-carnitine and eliminating smell agent are mixed is by L-carnitine and anhydrous organic molten
Eliminating smell agent is added after agent dissolution；The anhydrous organic solvent is selected from methanol；The eliminating smell agent is selected from active carbon, aluminium oxide, silicon
One or more of diatomaceous earth；The quality of the L-carnitine and the volume ratio of anhydrous organic solvent are 0.5-2:5-8, the matter
The unit of amount is g, and the unit of the volume is ml；The mass ratio of the L-carnitine and eliminating smell agent is 15-25:0.1-2；It is described
Temperature when stirring is 15-35 DEG C；The time of the stirring is 0.2-3 hours.
3. a kind of preparation method of L-carnitine-L-tartrate according to claim 2, it is characterised in that: in step (1)
In, the quality of the L-carnitine and the volume ratio of anhydrous organic solvent are 1:6, and the unit of the quality is g, the volume
Unit is ml；The mass ratio of the L-carnitine and eliminating smell agent is 20:1；The temperature when stirring is 20-30 DEG C；It is described to stir
The time mixed is 0.5-2 hours；The anhydrous organic solvent, L-carnitine, eliminating smell agent are to be added at one time reactant
In system.
4. a kind of preparation method of L-carnitine-L-tartrate according to claim 3, it is characterised in that: in step (1)
In, the temperature when stirring is 25 DEG C；The time of the stirring is 1 hour.
5. a kind of preparation method of L-carnitine-L-tartrate according to claim 1, it is characterised in that: the step
(1) and in step (2) volume ratio of the sum of anhydrous organic solvent used and the water is 40-68:1；It is described to be warming up to centainly
The temperature of temperature is 53-60 DEG C；In step (2), the reaction temperature of the temperature reaction certain time is 60-70 DEG C；It is described
The mass ratio of L-carnitine and tartaric acid is 50:20-25；In the tartaric acid solution, the quality of the tartaric acid and described
The volume ratio of anhydrous organic solvent is 22.5:180-200, and the unit of the quality is g, and the unit of the volume is ml；It is described
The time of dropwise addition is 20-100 minutes；The reaction time of the temperature reaction certain time is 1.5-4 hours；The gradient cooling
The method of crystallization are as follows: be cooled to 53-60 DEG C, be added L-carnitine-L-tartrate, stirring and crystallizing 1.5-4 hours, be cooled to -5 DEG C -
10 DEG C, stirring and crystallizing 1-8 hours, the quality of the addition L-carnitine-L-tartrate and the mass ratio of the L-carnitine were
0.1-1:50。
6. a kind of preparation method of L-carnitine-L-tartrate according to claim 5, it is characterised in that: the step
(1) and in step (2) volume ratio of the sum of anhydrous organic solvent used and the water is 49-60:1；It is described to be warming up to centainly
The temperature of temperature is 58 DEG C；In step (2), the reaction temperature of the temperature reaction certain time is 66 DEG C；The left-handed meat
The mass ratio of alkali and tartaric acid is 50:22.5；In the tartaric acid solution, the quality of the tartaric acid and described anhydrous organic
The volume ratio of solvent is 22.5:190, and the unit of the quality is g, and the unit of the volume is ml；The time of the dropwise addition is
30-60 minutes；The reaction time of the temperature reaction certain time is 2-3 hours；The method of the gradient cooling crystallization are as follows: drop
Temperature is added L-carnitine-L-tartrate, stirring and crystallizing 2.5 hours, is cooled to 0 DEG C to 58 DEG C, stirring and crystallizing 4 hours, it is described plus
The mass ratio of the quality and the L-carnitine that enter L-carnitine-L-tartrate is 0.5:50.
7. a kind of preparation method of L-carnitine-L-tartrate according to claim 6, it is characterised in that: the dropwise addition
Time is 45 minutes；The reaction time of the temperature reaction certain time is 2.5 hours.
8. a kind of preparation method of L-carnitine-L-tartrate according to claim 1, it is characterised in that: the filtering
Afterwards, obtain include the steps that before L-carnitine-L-tartrate it is dry；The temperature of the drying is 30 DEG C -50 DEG C, the drying
Time is 5-13 hours.
9. a kind of preparation method of L-carnitine-L-tartrate according to claim 8, it is characterised in that: the drying
Temperature is 45 DEG C, and the time of the drying is 7 hours.
10. a kind of preparation method of L-carnitine-L-tartrate according to claim 1, it is characterised in that: the step
(2) L-carnitine-L-tartrate being prepared in is no fishlike smell L-carnitine-L-tartrate；The tartaric acid is selected from L-
Tartaric acid.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811153925.4A CN109096129B (en) | 2018-09-30 | 2018-09-30 | Preparation method of L-carnitine tartrate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811153925.4A CN109096129B (en) | 2018-09-30 | 2018-09-30 | Preparation method of L-carnitine tartrate |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN109096129A true CN109096129A (en) | 2018-12-28 |
| CN109096129B CN109096129B (en) | 2021-04-27 |
Family
ID=64867860
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201811153925.4A Active CN109096129B (en) | 2018-09-30 | 2018-09-30 | Preparation method of L-carnitine tartrate |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN109096129B (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112079738A (en) * | 2020-09-18 | 2020-12-15 | 内蒙古精晶生物科技有限公司 | Preparation method of L-carnitine catecholate |
| CN114181101A (en) * | 2021-11-26 | 2022-03-15 | 开原亨泰营养科技有限公司 | Preparation method of L-carnitine tartrate capable of controlling crystal form of product |
Citations (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0141408A2 (en) * | 1983-11-02 | 1985-05-15 | ISOM S.p.A. | Process for the preparation of L(-)carnitine hydrochloride and of L(-)carnitine inner salt |
| US5073376A (en) * | 1989-12-22 | 1991-12-17 | Lonza Ltd. | Preparations containing l-carnitine |
| CN1339023A (en) * | 1999-03-19 | 2002-03-06 | 希格马托制药工业公司 | Improved process for preparation of non-hydroscopic salts of L(-)-Carnitine |
| CN1349976A (en) * | 2000-10-20 | 2002-05-22 | 东北制药总厂 | New method of preparing levo-carnitine tartrate |
| JP2004242509A (en) * | 2003-02-10 | 2004-09-02 | Nisshin Pharma Inc | Food containing coenzyme q10 and amino acid |
| JP2005097121A (en) * | 2003-09-22 | 2005-04-14 | Nisshin Pharma Inc | Maintaining or improving agent for motor function |
| JP2005097161A (en) * | 2003-09-24 | 2005-04-14 | Nisshin Pharma Inc | Anti-fatigue composition and food containing the same |
| CN103167872A (en) * | 2010-09-06 | 2013-06-19 | 隆萨有限公司 | Process for the production of l-carnitine tartrate |
| US20140316156A1 (en) * | 2013-04-18 | 2014-10-23 | Deborah Warner | Method of producing therapeutic agent |
| CN106748845A (en) * | 2016-12-23 | 2017-05-31 | 东北制药集团股份有限公司 | A kind of preparation method of l-cn salt micro mist |
| CN108383741A (en) * | 2018-03-16 | 2018-08-10 | 开原亨泰化工有限公司 | It is a kind of to prepare new method of the l-cn at salt |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DD93347A (en) * |
-
2018
- 2018-09-30 CN CN201811153925.4A patent/CN109096129B/en active Active
Patent Citations (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0141408A2 (en) * | 1983-11-02 | 1985-05-15 | ISOM S.p.A. | Process for the preparation of L(-)carnitine hydrochloride and of L(-)carnitine inner salt |
| US5073376A (en) * | 1989-12-22 | 1991-12-17 | Lonza Ltd. | Preparations containing l-carnitine |
| CN1339023A (en) * | 1999-03-19 | 2002-03-06 | 希格马托制药工业公司 | Improved process for preparation of non-hydroscopic salts of L(-)-Carnitine |
| CN1349976A (en) * | 2000-10-20 | 2002-05-22 | 东北制药总厂 | New method of preparing levo-carnitine tartrate |
| JP2004242509A (en) * | 2003-02-10 | 2004-09-02 | Nisshin Pharma Inc | Food containing coenzyme q10 and amino acid |
| JP2005097121A (en) * | 2003-09-22 | 2005-04-14 | Nisshin Pharma Inc | Maintaining or improving agent for motor function |
| JP2005097161A (en) * | 2003-09-24 | 2005-04-14 | Nisshin Pharma Inc | Anti-fatigue composition and food containing the same |
| CN103167872A (en) * | 2010-09-06 | 2013-06-19 | 隆萨有限公司 | Process for the production of l-carnitine tartrate |
| US20140316156A1 (en) * | 2013-04-18 | 2014-10-23 | Deborah Warner | Method of producing therapeutic agent |
| CN106748845A (en) * | 2016-12-23 | 2017-05-31 | 东北制药集团股份有限公司 | A kind of preparation method of l-cn salt micro mist |
| CN108383741A (en) * | 2018-03-16 | 2018-08-10 | 开原亨泰化工有限公司 | It is a kind of to prepare new method of the l-cn at salt |
Non-Patent Citations (1)
| Title |
|---|
| MUELLER, DETLEF M.等: "Resolution of the racemates of DL-carnitine", 《HOPPE-SEYLER"S ZEITSCHRIFT FUER PHYSIOLOGISCHE CHEMIE》 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112079738A (en) * | 2020-09-18 | 2020-12-15 | 内蒙古精晶生物科技有限公司 | Preparation method of L-carnitine catecholate |
| CN114181101A (en) * | 2021-11-26 | 2022-03-15 | 开原亨泰营养科技有限公司 | Preparation method of L-carnitine tartrate capable of controlling crystal form of product |
Also Published As
| Publication number | Publication date |
|---|---|
| CN109096129B (en) | 2021-04-27 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN108822163B (en) | Comprehensive cyclic production method of D-glucosamine hydrochloride | |
| CN101489970A (en) | Method for producing succinic acid | |
| CN109096129A (en) | A kind of preparation method of L-carnitine-L-tartrate | |
| AU2015374763A1 (en) | Method for preparing Sofosbuvir crystal form-6 | |
| CN102503845A (en) | Preparation method of DL-lysine aspirin salt and application thereof | |
| CN109134315A (en) | A kind of preparation method of carbasalate calcium and carbasalate calcium prepared by this method | |
| CN103167872B (en) | For the production of the method for VBT tartrate | |
| CN107712345B (en) | Nucleotide mixture crystal powder and preparation method thereof | |
| CN101914098A (en) | Preparation method of Meropenem trihydrate crystals | |
| CN102643255A (en) | Andrographolide compound | |
| CN101863818B (en) | Method for preparing DL-proline | |
| CN110114333B (en) | Improved synthesis of lysine acetylsalicylate glycine particles | |
| CN104876841B (en) | Crystalline valnemulin hydrochloride product and crystallization preparation method thereof | |
| WO2020015763A1 (en) | Calcium dibutyacyladenosine cyclophosphate salt crystal | |
| TWI678360B (en) | Method for producing diastereomers of citric acid derivatives | |
| CN103275151A (en) | Refining method of erythromycin thiocyanate | |
| CN106866533B (en) | Pyraclostrobin crystal form and preparation method thereof | |
| CN102382072A (en) | Method for refining D-cycloserine | |
| CN101121672B (en) | Betaine phosphate and its producing method and applicaiton | |
| CN106068270B (en) | Alkyl-N-acetylglucosamine glycosides manufacturing method | |
| CN104093731A (en) | Anhydrous polymorphs of [(2R,3S,4R,5R)-5-(6-(cyclopentylamino)-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)]methyl nitrate and processes of preparation thereof | |
| CN111004255A (en) | Preparation method of cefcapene lactone compound or hydrochloride thereof | |
| CN106187799B (en) | A method of preparing DL-lysine hydrochloride | |
| CN105949127B (en) | A kind of method of purification of imidazophenylurea | |
| JP2020509073A (en) | Process for crystallizing 2'-fucosyllactose and related compositions |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |