CN1526698A - Production process of high-purity DL-lysine - Google Patents

Production process of high-purity DL-lysine Download PDF

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Publication number
CN1526698A
CN1526698A CNA031174078A CN03117407A CN1526698A CN 1526698 A CN1526698 A CN 1526698A CN A031174078 A CNA031174078 A CN A031174078A CN 03117407 A CN03117407 A CN 03117407A CN 1526698 A CN1526698 A CN 1526698A
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China
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lysine
methionin
purity
salt
production process
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CNA031174078A
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CN1310873C (en
Inventor
伦 张
张伦
赵平
吴笔峰
付熙
童光彬
姜宇翠
王佰国
钟永东
张晓斌
张国林
刘林
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SICHUAN SANGAO BIOCHEMICAL CO Ltd
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SICHUAN SANGAO BIOCHEMICAL CO Ltd
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Abstract

The present invention is production process of high-purity DL-lysine in medicine chemical technology. The production process with salt of lysine as material includes neutralization with inorganic alkali to obtain mixture of lysine and corresponding salt, setting the mixture in organic acid and catalyzing with salicylic acid to racemize lysine therein, ion exchange to eliminate salt and refining to obtain DL-lysine. The present invention has the advantages of easy-to-obtain material, low cost, easy operation, less pollution, product yield as high as 90 % and product purity as high as 99 %, and may be applied in large-scale production.

Description

A kind of production method of high purity DL-lysine
Technical field
The present invention relates to a kind of production method of high purity DL-lysine.Belong to pharmaceutical chemistry technical field.
Background technology
DL-Methionin (D-Lys) is used in medicine widely, is widely used in the drug manufacture, as acetylsalicylic acid-DL-Methionin (medicine is called di-lysine-aspirin).DL-Methionin is again the raw material that splits preparation D-Methionin (D-Lys) simultaneously.Existing preparation method has: 1). and be raw material with the hexanolactam, hydrolysis prepares the method [Gaudry, R., Can J Research, 25B, 387 (1948)] of DL-Methionin (DL-Lys).2). with L-Lys (D-Lys) is raw material, method (Lu, Tianci, the CN86107049 of racemization preparation (DL-Lys); Oono, Takae, et al, JPO1045349A2).The former yield is low, often contains other unnecessary impurity such as by product hexanolactam class, diketopiperazines, dipeptide; It is raw material that then a kind of method needs free L-Methionin.Because free L-Methionin less stable, price is more expensive, so this method is that raw material is restricted with free L-Methionin directly.Because post processing mode is the problem that the purifying mode falls behind, the amino caprolactam of racemization by product is often arranged simultaneously, the diketopiperazines by product, product purity is difficult to guarantee.
Summary of the invention
The objective of the invention is to overcome the above-mentioned shortcoming that prior art exists, provide a kind of raw material to be easy to get, technology is simple, the production method of the high purity DL-lysine that yield is high.
The production method of high purity DL-lysine of the present invention is: be raw material with the lysine salt, with in the mineral alkali and after, get the mixture of Methionin and corresponding salt, said mixture is put into organic acid salicylic aldehyde catalysis, direct racemization Methionin wherein, adopt ion-exchange demineralization, the refining DL-Methionin (DL-Lys) that promptly obtains.
Described lysine salt raw material can be the lysine acetate of L configuration or D configuration, lysine hydrochloride, lysine sulfate etc.Mineral alkali can be a salt of wormwood, sodium hydroxide etc., and organic acid can be selected acetic acid or propionic acid etc. for use, and except that with the salicylic aldehyde, also available its derivative all can be obtained similar effects to nitrosalicylaldehyde.
Compare with aforementioned existing method, advantage of the present invention is: the lysine salt raw material is easy to get, and is cheap; Acetylize by product and other racemization production of by-products have been avoided; Technology is simple, and is workable, and production process is polluted little.Can realize scale production.Product yield is up to more than 90%, and purity can reach more than 99%.
Content of the present invention further illustrates with the following Examples, but content of the present invention is not limited only to content related among the embodiment.
Embodiment
Below be the concrete implementation step of the inventive method:
1. in reactor, add entry 100kg, L lysine HCL (L-Lys.HCl) 50kg, yellow soda ash (Na 2CO 3) 14.5kg, be stirred to dissolving and finish,
2. solution is concentrated under vacuum 0.075~0.085MPa condition and separates out white solid 55~75 ℃ of temperature in " 1. ",
3. in aforesaid reaction vessel, add acetic acid (HAc) 355kg, to nitrosalicylaldehyde (p-NO 2-O-OH-phCHO) 0.5kg, steam heating is warming up to that insulation racemization to racemization finishes under 100~105 ℃ of conditions,
4. solution concentrates acetic acid (HAc) in " 3. " under 50~70 ℃ of temperature, vacuum 0.075~0.085MPa condition, separates out to solid, adds 150Kg water and gets dilute solution, treats upper prop,
5. ion exchange resin column on the dilute solution of gained in will " 4. ", the washing decon gets the ammoniacal liquor elutriant with 2~4 normal ammoniacal liquor wash-outs again,
6. the ammoniacal liquor elutriant of gained adds in the reactor in will " 5. ", adds alkaline activated carbon 2kg again, and reflux 0.5 hour is reduced to 50 ℃ then, the solid-liquid separation solution after handling that must decolour.
7. the solution that will go up the step gained adds in the reactor, under vacuum 0.08~0.09MPa, 55~75 ℃ of conditions of temperature, be concentrated into and separate out white solid, add dehydrated alcohol 25kg, airtight stirring 15 minutes, add dehydrated alcohol 100kg again, be heated to 60~65 ℃ of insulations, stirred 1 hour fast, centrifugation, the gained white solid is DL-Methionin crude product, adds dehydrated alcohol 25kg and soaks centrifugation again, with the forced air drying 3~4 hours under 75~80 ℃ of conditions of its solid, product DL-Methionin (DL-Lys) 37.7Kg.Yield 94.2%, product appearance: off-white powder; Purity: more than 99.0% (titrimetry); [α] D 20:+0.05 ° of (c=2.0, H 2O); M.p.:168.5~170.3 ℃.

Claims (1)

1, a kind of production method of high purity DL-lysine, it is characterized in that described production method is: be raw material with the lysine salt, with in the mineral alkali and after, get the mixture of Methionin and corresponding salt, said mixture is put into organic acid salicylic aldehyde catalysis, directly racemization Methionin wherein adopts ion-exchange demineralization, the refining DL-Methionin (DL-Lys) that promptly obtains.
CN 03117407 2003-03-06 2003-03-06 Production process of high-purity DL-lysine Expired - Fee Related CN1310873C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN 03117407 CN1310873C (en) 2003-03-06 2003-03-06 Production process of high-purity DL-lysine

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Application Number Priority Date Filing Date Title
CN 03117407 CN1310873C (en) 2003-03-06 2003-03-06 Production process of high-purity DL-lysine

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CN1526698A true CN1526698A (en) 2004-09-08
CN1310873C CN1310873C (en) 2007-04-18

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Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101130504B (en) * 2006-08-25 2010-07-28 苏州雅本化学股份有限公司 Synthesis, split and racemization method for preparing chirality medicament levetiracetam midbody (S)-(+)-2-amido butyramide hydrochlorate
CN101560132B (en) * 2009-05-14 2011-12-14 浙江普洛医药科技有限公司 Method for racemizing chiral amino acid or derivatives of chiral amino acid
CN102392061A (en) * 2011-09-29 2012-03-28 重庆邮电大学 Chemical-enzyme method for preparing D-basic amino acid hydrochloride
CN104478746A (en) * 2014-12-16 2015-04-01 武汉大学 Preparation method of DL-lysine
CN105713194A (en) * 2016-03-30 2016-06-29 浙江新银象生物工程有限公司 Method for purifying epsilon-PL (epsilon-polylysine)
CN111886220A (en) * 2020-06-18 2020-11-03 苏州园方生物科技有限公司 Preparation method of DL-lysine

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101130504B (en) * 2006-08-25 2010-07-28 苏州雅本化学股份有限公司 Synthesis, split and racemization method for preparing chirality medicament levetiracetam midbody (S)-(+)-2-amido butyramide hydrochlorate
CN101560132B (en) * 2009-05-14 2011-12-14 浙江普洛医药科技有限公司 Method for racemizing chiral amino acid or derivatives of chiral amino acid
CN102392061A (en) * 2011-09-29 2012-03-28 重庆邮电大学 Chemical-enzyme method for preparing D-basic amino acid hydrochloride
CN104478746A (en) * 2014-12-16 2015-04-01 武汉大学 Preparation method of DL-lysine
CN105713194A (en) * 2016-03-30 2016-06-29 浙江新银象生物工程有限公司 Method for purifying epsilon-PL (epsilon-polylysine)
CN105713194B (en) * 2016-03-30 2018-04-24 浙江新银象生物工程有限公司 A kind of method for purifying epsilon-polylysine
CN111886220A (en) * 2020-06-18 2020-11-03 苏州园方生物科技有限公司 Preparation method of DL-lysine
WO2021253305A1 (en) * 2020-06-18 2021-12-23 苏州园方生物科技有限公司 Preparation method for dl-lysine

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