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Method for preparing D-2-aminobutyric acid or L-2-aminobutyric acid by chemical resolution method

A technology of DL-2-, aminobutyric acid, applied in the field of preparing chiral organic compounds, can solve the problems of large amount of resolving agent, low yield, low market competitiveness, etc., and achieve the effects of cost reduction and yield improvement

Inactive Publication Date: 2010-04-07
NANJING INST OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Biological resolution mostly uses the process of aminoacylase, the operation steps are complicated, the yield is low, and the market competitiveness is very small; although the chemical resolution method reported so far has a relatively simple process, the amount of resolving agent is large, and the target product The yield is low, and the purity is also relatively low, which cannot meet the needs of the current domestic and foreign markets

Method used

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  • Method for preparing D-2-aminobutyric acid or L-2-aminobutyric acid by chemical resolution method
  • Method for preparing D-2-aminobutyric acid or L-2-aminobutyric acid by chemical resolution method
  • Method for preparing D-2-aminobutyric acid or L-2-aminobutyric acid by chemical resolution method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Embodiment 1 Get 41.25g (0.4 mol) DL-2-aminobutyric acid, and 15.09g (0.1 mol) L-tartaric acid, drop into 500g, 0.1mol / L dilute hydrochloric acid successively, react at 70 ℃ for 3 hours. After cooling to room temperature, a solid mixture was precipitated, and the compound was recrystallized from water, and filtered to obtain 32.15 g of D-2-aminobutyric acid·L-tartaric acid·D-2-aminobutyric acid crystals, with a yield of 90.2%.

Embodiment 2

[0028] Embodiment 2 Get 103.12g (1 mole) DL-2-aminobutyric acid, and 30.18g (0.2 mole) L-tartaric acid, drop into 1000g successively, the dilute hydrochloric acid of 0.1mol / L reacts at 80 ℃ for 2 hours. Other reaction steps and conditions were the same as in Example 1, and 62.87 g of D-2-aminobutyric acid·L-tartaric acid·D-2-aminobutyric acid crystals were obtained with a yield of 88.2%.

Embodiment 3

[0029] Embodiment 3 Get 103.12g (1 mole) DL-2-aminobutyric acid, and 30.18g (0.2 mole) L-tartaric acid, drop into 1000g0.1mol / L dilute sulfuric acid successively and react at 100°C for 2 hours. Other reaction steps and conditions were the same as in Example 1, and 61.32 g of D-2-aminobutyric acid·L-tartaric acid·D-2-aminobutyric acid crystals were obtained with a yield of 86.0%.

[0030] Preparation of L-2-aminobutyric acid·D-tartaric acid·L-2-aminobutyric acid

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Abstract

The invention discloses a method for preparing D-2-aminobutyric acid or L-2-aminobutyric acid by a chemical resolution method, comprising the following steps: carrying out reaction between the DL-2-aminobutyric acid and the L-dihydroxysuccinic acid or D-dihydroxysuccinic acid in inorganic acid, cooling, precipitating the solid intermediate compound, recrystallizing the compound with water, carrying out ammonolysis reaction on the recrystallized intermediate compound and the ammonolysis agent, cooling, filtering, and washing to obtain D-2-aminobutyric acid or L-2-aminobutyric acid. The D-2-aminobutyric acid or L-2-aminobutyric acid prepared by the method in the invention has high purity and high yield, and the cost is substantially reduced, thus being applicable to industrial scale production.

Description

technical field [0001] The invention relates to a method for preparing a chiral organic compound, in particular to a method for preparing D-2-aminobutyric acid or L-2-aminobutyric acid by using L-tartaric acid or D-tartaric acid for resolution. Background technique [0002] D-2-aminobutyric acid and L-2-aminobutyric acid are two important chiral amino acids, which can be used as chiral reagents and important pharmaceutical intermediates. At present, their production is mostly obtained by splitting DL-2-aminobutyric acid by biological or chemical splitting methods. Biological resolution mostly uses the process of aminoacylase, the operation steps are complicated, the yield is low, and the market competitiveness is very small; although the chemical resolution method reported so far has a relatively simple process, the amount of resolving agent is large, and the target product The yield is low, and the purity is also relatively low, which cannot meet the needs of the current d...

Claims

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Application Information

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IPC IPC(8): C07C229/08C07C227/34
Inventor 韩冰徐良张东晨刘昊陈立谦
Owner NANJING INST OF TECH
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