An absolute configuration identification method for metconazole diastereomer

Abstract

The invention discloses an absolute configuration identification method for metconazole diastereomer. The method includes the following steps: in the inertia matrix, performing the compressed tablet film-preparing on the metconazole diastereomer to be measured, performing the test on a vibration circular spectrometer (VCD) under the condition of instrument resolution 4 cm<-1> and modulator optimization wave number 1400 cm<-1>, and obtaining the vibration circular spectrum (VCD experiment spectrum) of the metconazole diastereomer; then using quantum chemistry calculation software Gauss View 5.0and Gaussian 09W, after the method is set, respectively regarding four metconazole isomers as a molecule model, and calculating to obtain the VCD theory spectrum; comparing and analyzing the VCD experiment spectrum of the metconazole diastereomer and the signal, frequency and relative strength of the main VCD belt of the theory spectrum, and identifying the absolute configuration of the metconazole diastereomer. The four absolute configurations of the metconazole diastereomer are identified by firstly adopting the VCD spectrum technology, the method is rich in molecular structure information,and is a favorable means used for identifying the absolute configuration of chiral compounds in a high efficiency.

Description

technical field [0001] The invention relates to the technical field of absolute configuration identification of diastereoisomers, and more specifically, relates to a method for absolute configuration identification of metconazole diastereomers. Background technique [0002] Chiral phenomena are ubiquitous in nature, and the structural units that constitute biomacromolecules have specific chiral characteristics. Many drug targets in the human body (such as various receptors, enzymes, proteins, etc.) are produced by L - Amino acid composition, stereoselectivity will occur when chiral drugs interact with drug targets, and different enantiomers may produce completely different pharmacological activities, physiological activities, toxicity and metabolism in vivo. The fetal malformation event caused by racemic thalidomide in the 1960s shocked the world. Therefore, the absolute configuration identification of chiral molecules is crucial for the development of chiral drugs. [00...

AI Technical Summary

Problems solved by technology

For some target products with long reaction steps, the organic synthesis technology is cumbersome; in the Mosher method, the substrate molecule is first reacted with a chiral reagent, and then its absolute configuration is determined by the chemical shift difference in the NMR spectrum. Derivatizable functional groups must be contained in the molecule, and chiral reagents are very expensive [Seco J. M., Quiñoá E., Riguera R., Chemical Review, 2004, 104(1), 17-118]

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