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Method for preparing levo-serine and dextro serine by induced crystallizing method

A technology of D-serine and inducing crystallization, which is applied in the field of preparation of chiral organic compounds, can solve problems such as low yield, and achieve the effect of improving the utilization rate of raw materials

Inactive Publication Date: 2007-01-24
安徽省恒锐新技术开发有限责任公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In this method, the yield of generating N-carbamoyl-D-serine from DL-hydroxymethylhydantoin is very low, only about 40%.

Method used

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  • Method for preparing levo-serine and dextro serine by induced crystallizing method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Put 25Kg of racemic serine and 4Kg of dextro-serine into a 200L reactor, add 75L of deionized water, stir and raise the temperature to 95°C to dissolve all. Slowly lower the temperature to 45°C, put in 0.58Kg of dextro-serine seed crystals, slowly lower the temperature to 35°C, filter, and dry the obtained crystals at 80°C to obtain 6.8Kg of crude dextro-serine. 6.8Kg of racemic serine was added to the solution, and the temperature was raised to 95°C with stirring to dissolve all of it. Slowly lower the temperature to 45°C, put in 0.58Kg L-serine seed crystals, slowly lower the temperature to 35°C, filter, and dry the obtained crystals at 80°C to obtain 4.0Kg crude L-serine. Repeat the above operation process to obtain crude dextro-serine and L-serine.

[0024] Put 7.5Kg of the crude dextro-serine obtained above and 30L of deionized water into a 50L reactor, raise the temperature to 90°C, stir to dissolve it, add 100g of activated carbon, keep at 75°C and stir for 45 minute...

Embodiment 2

[0027] Put 25Kg of racemic serine and 5Kg of dextro-serine into a 200L reactor, add 75L of deionized water, stir and raise the temperature to 95°C to dissolve all. Slowly lower the temperature to 40°C, put in 0.28Kg dextro-serine seed crystals, slowly lower the temperature to 30°C, filter, and dry the obtained crystals at 80°C to obtain 5.76Kg of dextro-serine crude product. 5.76Kg of racemic serine was added to the solution, and the temperature was raised to 95°C with stirring to dissolve all of it. Slowly lower the temperature to 40°C, put in 0.28Kg L-serine seed crystals, slowly lower the temperature to 30°C, filter, and dry the obtained crystals at 80°C to obtain 3.92Kg of crude L-serine. Repeat the above operation process to obtain crude dextro-serine and L-serine.

[0028] Put 7.5Kg of the crude dextro-serine obtained above and 30L of deionized water into a 50L reactor, raise the temperature to 90℃, stir to dissolve it, add 100g of self-soil, stir at 70℃ for 1 hour, and filt...

Embodiment 3

[0031] Put 25Kg of racemic serine and 1.5Kg of dextro-serine into a 200L reactor, add 75L of deionized water, stir and raise the temperature to 95°C to dissolve all. Slowly lower the temperature to 35°C, put in 0.53Kg of dextro-serine seed crystals, slowly lower the temperature to 25°C, filter, and dry the obtained crystals at 80°C to obtain 3.65Kg of crude dextro-serine. 3.65 Kg of racemic serine was added to the solution, and the temperature was raised to 95°C with stirring to dissolve all of it. Slowly lower the temperature to 35°C, put in 0.15Kg of L-serine seed crystals, slowly lower the temperature to 30°C, filter, and dry the obtained crystals at 80°C to obtain 4.7Kg of crude L-serine. Repeat the above operations to obtain crude dextro-serine and L-serine.

[0032] Put 7.5Kg of the crude dextro-serine obtained above and 30L of deionized water into a 50L reactor, raise the temperature to 90°C, stir to dissolve it, add 200g of activated carbon, heat and stir at 70°C for 1 hou...

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Abstract

The present invention relates to preparation of chiral organic compound, and is especially process of preparing levo-serine and dextro serine with recemized serine. Through mixing recemized serine and dextro serine in certain ratio, adding water, heating for dissolving, cooling, throwing certain amount of levo-serine or dextro serine crystal seed, lowering the temperature, filtering and stoving, crude levo-serine or dextro serine product is obtained. Through further dissolving the crude levo-serine or dextro serine product in deionized water through heating, decolorizing, hot filtering, concentrating filtrate, adding anhydrous alcohol, lowering the temperature to about 10 deg.c, stirring and stilling, filtering and stoving, levo-serine or dextro serine product is obtained.

Description

Technical field [0001] The present invention is a method for preparing chiral organic compounds, especially a method for preparing L-serine and D-serine from racemic serine. Background technique [0002] Serine, also known as 2-amino-3-hydroxypropionic acid. Serine is a neutral amino acid containing hydroxyl, that is, the number of amino and carboxyl groups is the same. Its molecular structure has a chiral carbon atom, that is, a chiral center, so it has a pair of enantiomers, namely dextrorotatory serine (D-serine) and L-serine (L-serine), its structure is as follows formula: [0003] [0004] L-serine D-serine [0005] Serine is a sugar-producing amino acid that participates in the transformation of -SH and -OH and the biosynthesis of purines and pyrimidines in animals, and can be converted into choline or phospholipid components. Therefore, serine products (racemic serine, dextrorotatory serine, L-serine) can not only be used as food and feed additives, but are also widely ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C227/34C07C229/22
Inventor 马云峰柴多里吴梅
Owner 安徽省恒锐新技术开发有限责任公司
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