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Method for synthetizing D-tryptophan

A synthesis method and technology of tryptophan, which is applied in the field of D-tryptophan, can solve the problems of high production cost, high purity of D-tryptophan, complicated synthesis process of D-tryptophan, etc., and achieve low environmental pollution, High purity, simple and efficient process

Active Publication Date: 2013-10-09
MAANSHAN DEHONG BIOTECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] The purpose of the present invention is to overcome the disadvantages of complex D-tryptophan synthesis process and high production cost in the prior art, and provide a synthesis method of D-tryptophan. By adopting the technical scheme of the present invention, the traditional process is avoided. complicated, and the obtained product D-tryptophan has high purity

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] A kind of synthetic method of D-tryptophan of the present embodiment, its steps are:

[0047] Step A, first put L-tryptophan and solvent into the reaction kettle, then put in the racemic agent, raise the temperature to 40°C, stir for 0.5h, then add the resolving agent, and raise the temperature to 2°C / min at the same time 95°C, keep warm for 24 hours, wherein: the mass ratio of L-tryptophan to solvent is 1:4.8, the mass ratio of L-tryptophan to racemic agent is 1:0.39, the mass ratio of L-tryptophan to resolving agent The mass ratio is 1:0.9, the solvent in this example is water, the resolving agent is 2,3-dihydroxysuccinic acid, and the racemic agent is sodium hydroxide;

[0048] After step B, step A, carry out following temperature control process to the mixture that step A makes:

[0049] 1) Cool down to 90°C and keep warm for 24 hours,

[0050] 2) Cool down to 85°C and keep warm for 12 hours,

[0051] 3) Cool down to 80°C, keep warm for 10h,

[0052] 4) Cool dow...

Embodiment 2

[0073] A kind of synthetic method of D-tryptophan of the present embodiment, its steps are:

[0074] Step A, first put L-tryptophan and solvent into the reaction kettle, then put in the racemic agent, raise the temperature to 40°C, stir for 0.5h, then add the resolving agent, and raise the temperature to 2°C / min at the same time 95°C, keep warm for 24 hours, wherein: the mass ratio of L-tryptophan to solvent is 1:4.5, the mass ratio of L-tryptophan to racemic agent is 1:0.4, the mass ratio of L-tryptophan to resolving agent The mass ratio is 1:0.8, the solvent in this embodiment is water, the resolving agent is α-methylbenzylamine, and the racemic agent is salicylaldehyde;

[0075] After step B, step A, carry out following temperature control process to the mixture that step A makes:

[0076] 1) Cool down to 90°C and keep warm for 24 hours,

[0077] 2) Cool down to 85°C and keep warm for 12 hours,

[0078] 3) Cool down to 80°C, keep warm for 10h,

[0079] 4) Cool down to 7...

Embodiment 3

[0093] A kind of synthetic method of D-tryptophan of the present embodiment, its steps are:

[0094] Step A, first put L-tryptophan and solvent into the reaction kettle, then put in the racemic agent, raise the temperature to 40°C, stir for 0.5h, then add the resolving agent, and raise the temperature to 2°C / min at the same time 95°C, keep warm for 24 hours, wherein: the mass ratio of L-tryptophan to solvent is 1:5, the mass ratio of L-tryptophan to racemic agent is 1:0.38, the mass ratio of L-tryptophan to resolving agent The mass ratio is 1:1, the solvent in the present embodiment is water, the resolving agent is dextroamino, and the racemic agent is acetic acid;

[0095] After step B, step A, carry out following temperature control process to the mixture that step A makes:

[0096] 1) Cool down to 90°C and keep warm for 24 hours,

[0097] 2) Cool down to 85°C and keep warm for 12 hours,

[0098] 3) Cool down to 80°C, keep warm for 10h,

[0099] 4) Cool down to 75°C and ...

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Abstract

The invention discloses a method for synthetizing D-tryptophan, belonging to the technical field of D-tryptophan. The method comprises the following steps of firstly throwing L-tryptophan and a solvent into a reactor, then throwing a racemization agent into the reactor, heating up to 40 DEG C, stirring for 0.5 hour, then adding a resolving agent, heating up to 95 DEG C, and keeping warm for 24 hours; controlling the prepared mixture through cooling by gradient and keeping warm; putting the reacted mixture into a centrifugal machine for centrifugation, thus obtaining the mixture of solid D-tryptophan and a resolving agent complex, wherein the liquid phase is the mother liquid of DL-tryptophan, dissolving the complex with the solid so as to obtain the D-tryptophan and recycling the resolving agent, and regulating the pH value of the mother liquid of the DL-tryptophan to be 2-3 with HCl and recycling the DL-tryptophan; and washing the obtain D-tryptopha with methyl alcohol for once, then centrifuging, and drying the obtained D-tryptopha so as to obtain the D-tryptophan. The synthesis method is convenient and simple, the needed product D-tryptophan can be obtained by one step of reaction, the reaction condition is mild, and complicated traditional technology is avoided.

Description

technical field [0001] The invention relates to the technical field of D-tryptophan, in particular to a method for synthesizing D-tryptophan. Background technique [0002] As a non-protein optically active amino acid, D-tryptophan has special physiological properties and has certain value in food, feed industry and agriculture. It can be used as non-nutritive sweetener, feed additive and plant growth agent. Especially in the pharmaceutical industry, D-tryptophan is an important synthetic precursor for anticancer agents and immunosuppressants. [0003] In the prior art, the preparation methods of D-tryptophan mainly include resolution method and biological method. Among them, the resolution methods include: 1) Membrane resolution method, which can be used to separate and process a large number of racemates due to its advantages of quickness, convenience, low relative energy loss and continuous operation; 2) Enzymatic resolution There are three methods: a) Enzymatic hydrolys...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/20
Inventor 祁超史凌云邢益胜杨建平
Owner MAANSHAN DEHONG BIOTECH
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