Helix polyphenyl acetylene derivative, preparation method thereof and method for preparing chiral stationary phase by derivative thereof

A technology of chiral stationary phase and polyphenylene vinylene, applied in chemical instruments and methods, other chemical processes, etc., can solve the problems of little research and achieve effective resolution

Inactive Publication Date: 2014-12-31
DAICEL CHEM IND LTD
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Problems solved by technology

Optically active polyphenylene vinylene derivatives with chiral functional side groups have certain chiral resolution capabilities, but there are few related studies

Method used

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  • Helix polyphenyl acetylene derivative, preparation method thereof and method for preparing chiral stationary phase by derivative thereof
  • Helix polyphenyl acetylene derivative, preparation method thereof and method for preparing chiral stationary phase by derivative thereof
  • Helix polyphenyl acetylene derivative, preparation method thereof and method for preparing chiral stationary phase by derivative thereof

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Embodiment Construction

[0025] The content of the present invention will be described in detail below.

[0026] The invention adopts rhodium series catalyst to carry out the polymerization of phenylacetylene monomer containing L-amino acid ethyl ester, and synthesizes polyphenylene vinylene derivatives with L-amino acid ethyl ester side groups.

[0027]As the phenylacetylene monomer containing L-amino acid ethyl ester, it can be, for example, selected from N-(4-ethynylphenylcarbonyl)-L-phenylalanine ethyl ester (PA-A-Phe), N-(4-ethynylphenylcarbonyl)-L-phenylglycine ethyl ester (PA-A-Phg), N-(4-ethynylphenylcarbonyl)-L-valine ethyl ester (PA-A- Val), N-(4-ethynylphenylcarbonyl)-L-isoleucine ethyl ester (PA-A-Ile), N-(4-ethynylphenylcarbonyl)-L-methionine ethyl ester (PA-A-Ile) -A-Met), N-(4-ethynylphenylcarbonyl)-L-cysteine ​​ethyl ester (PA-A-Cys), N-(4-ethynylphenylcarbonyl)-L-histidine Acid ethyl ester (PA-A-His), N-(4-ethynylphenylcarbonyl)-L-alanine ethyl ester (PA-A-Ala), N-(4-ethynylphenylca...

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Abstract

The invention provides a helix polyphenyl acetylene derivative with L-amino acid ethyl ester pendant group, a preparation method thereof, an application for preparing a coating-type chiral stationary phase, and a preparation method of the coating-type chiral stationary phase. According to the invention, a rhodium catalyst is employed for respectively realizing polymerization of a series of phenylacetylene monomers containing L- amino acid ethyl ester, synthesizing a series of optically active polyphenyl acetylene derivative, and preparing the coating-type high performance liquid chromatography chiral stationary phase. The chiral stationary phase of the helix polyphenyl acetylene derivative has good chiral resolution performance, and has wide application prospect in a racemates resolution field.

Description

technical field [0001] The invention relates to the technical field of preparation of chiral stationary phase of high performance liquid chromatography, mainly relates to the preparation method of chiral stationary phase of high performance liquid chromatography of optically active polyphenylene acetylene derivatives, in particular to the optical phase with L-amino acid ethyl ester side group An active polyphenylene vinylene derivative, and a preparation method of the polyphenylene vinylene derivative coated high-performance liquid chromatography chiral stationary phase. Background technique [0002] With the rapid development of science and technology and the continuous progress of society, people's understanding of the word "chirality" is getting deeper and deeper, and the research on "chirality" at home and abroad is also getting more and more in-depth. The English name of chirality is chirality, which is derived from the phenomenon that people's left and right hands cann...

Claims

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Application Information

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IPC IPC(8): C08F138/00C08F4/80C08F2/38B01J20/29B01J20/32
Inventor 张春红耿倩倩王海伦冈本佳男
Owner DAICEL CHEM IND LTD
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