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A kind of preparation method of isopropyl-beta-d-thiogalactopyranoside intermediate

A technology of thiogalactopyranosyl and bromogalactose, which is applied in the field of preparation of isopropyl-β-D-thiogalactopyranoside intermediates, can solve the problems of low yield and the like, and achieves improved yield. efficiency, the production process is green, and the effect of avoiding environmental pressure

Active Publication Date: 2021-03-02
SUZHOU YACOO SCI CO LTD
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] In order to overcome the deficiencies in the prior art, the object of the present invention is to provide a preparation method of isopropyl-β-D-thiogalactopyranoside intermediate, which can make isopropyl mercaptan efficiently transformed, and overcome IPTG in The problem of low yield in the reaction; at the same time, the production process is easy to control and meets the requirements of environmental protection for production

Method used

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  • A kind of preparation method of isopropyl-beta-d-thiogalactopyranoside intermediate

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preparation example Construction

[0025] A method for preparing an isopropyl-β-D-thiogalactopyranoside intermediate, comprising:

[0026] Alcoholic solution A preparation steps: take acetyl bromide galactose, prepare the alcohol solution of acetyl bromide galactose, denote as alcohol solution A;

[0027] Alcohol solution B preparation steps: take organic amine and isopropyl mercaptan, mix, prepare the alcohol solution of organic amine and isopropyl mercaptan, denote as alcohol solution B;

[0028] Mixing step: mixing the alcohol solution A and the alcohol solution B to obtain the first mixed solution;

[0029] Reaction step: input the first mixed solution into the microreactor, and obtain the second mixed solution after reaction;

[0030] Solvent removal step: take the second mixed solution, remove the solvent, and obtain the product.

[0031] As a further embodiment, it also includes an extraction and purification step: after the solvent is removed from the second mixed solution, a semi-finished product is ...

Embodiment 1

[0043]A preparation method of isopropyl-β-D-thiogalactopyranoside intermediate, the configuration substrate is a methanol solution of tetraacetyl-α-D-bromogalactose, denoted as alcohol solution A, four The concentration of acetyl-α-D-bromogalactose is 0.3mol / L; then configure the methanol solution of isopropyl mercaptan and diethylamine, which is denoted as alcohol solution B, the mixture of isopropyl mercaptan and diethylamine The concentrations are both 0.3mol / L; respectively heat alcohol solution A and alcohol solution B to 45°C, and then add them into the mixer at the same speed (2ml / min) through metering pumps and mix to obtain the first mixed solution; The mixed solution is transported into the microreactor, the temperature of the microreactor is 45°C, and the pressure is less than 0.12Mpa. After a residence time of 35 seconds in the microreactor, the second mixed solution is obtained; after the second mixed solution is desolvated, Obtain a semi-finished product (viscous...

Embodiment 2

[0047] A kind of preparation method of isopropyl-β-D-thiogalactopyranoside intermediate, configuration substrate is the methanol solution of β-D-pentaacetyl galactose, denoted as alcohol solution A, β-D- The concentration of pentaacetylgalactose is 0.2mol / L; then configure the methanol solution of isopropyl mercaptan and diethylamine, denoted as alcohol solution B, the concentration of isopropyl mercaptan and diethylamine is 0.2mol / L L; heat alcohol solution A and alcohol solution B to 40°C, respectively, and then add them into the mixer at the same speed (2.5ml / min) through the metering pump and mix to obtain the first mixed solution; transfer the first mixed solution to the micro In the reactor, the temperature of the microreactor is 40 DEG C, and the pressure is less than 0.12Mpa. After 36 seconds of residence time in the microreactor, the second mixed solution is obtained; after the second mixed solution is desolvated, the semi-finished product (viscous Solid); adding extr...

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Abstract

The invention discloses a preparation method of an isopropyl-β-D-thiogalactopyranoside intermediate, comprising: the preparation step of alcohol solution A: taking acetyl bromide galactose and preparing acetyl bromide galactose Alcoholic solution, denoted as alcohol solution A; alcohol solution B preparation steps: take organic amine and isopropyl mercaptan, mix, prepare the alcohol solution of organic amine and isopropyl mercaptan, denote as alcohol solution B; mixing steps: Mix alcohol solution A and alcohol solution B to obtain the first mixed solution; reaction step: input the first mixed solution into the microreactor, and obtain the second mixed solution after reaction; solvent removal step: take the second mixed solution, remove After the solvent, that is. The preparation method can efficiently transform isopropyl mercaptan, overcome the problem of low yield in the production of IPTG reaction; at the same time, the production process is easy to control, and meets the requirements of environmental protection for production.

Description

technical field [0001] The invention relates to the technical field of compound synthesis, in particular to a preparation method of an isopropyl-β-D-thiogalactopyranoside intermediate. Background technique [0002] Lactose derivatives or analogs are thought to assist the work of the lactose operon. These compounds are mainly substituted galactosides, in which the glucose moiety of lactose is replaced by other functional groups. Isopropyl-β-D-thiogalactoside (IPTG for short) is often used as an inducer of the lactose operon in homophysiology. IPTG binds to brown-repressor genes and makes them inactive, but is not a substrate for β-galactosidase. An advantage of IPTG in vivo studies is that it cannot be metabolized by E. coli, so the growth rate of cells is not a variable in the experiment. Furthermore, IPTG can be efficiently delivered in the absence of the lacY gene. Also, because cells do not metabolize IPTG, its concentration did not change during the experiment. The ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07H15/14C07H1/00
CPCC07H1/00C07H15/14
Inventor 郭华袁永坤
Owner SUZHOU YACOO SCI CO LTD