Synthesis method of On-DNA aryl azide compound in construction of DNA coding compound library

Abstract

The invention discloses a preparation method of an On-DNA aryl azide compound used for constructing a DNA coding compound library. According to the method, an On-DNA aryl halide is taken as a substrate to react with an azide reagent to prepare the On0DNA aryl azide compound in the presence of a copper catalyst, a ligand and a base. The preparation method of the On-DNA aryl azide compound has the advantages that the catalyst is cheap and easy to obtain, the reaction condition is mild, the operation is convenient, and the method is suitable for the synthesis of the DNA coding compound library performed by a porous plate.

Description

technical field [0001] The invention belongs to the technical field of DNA coded compound libraries, and in particular relates to a method for obtaining On-DNA aryl azide compounds by reacting On-DNA aryl halides with azide reagents. Background technique [0002] Sydney Brenner and Professor Richard Lerner of the Scripps Research Institute in the United States proposed the concept of a DNA Encoded Library (DNA Encoded Library, referred to as DEL) in 1992 (reference: Proc.Natl.Acad.Sci., 1992,89, 5381, patent : US5573905), the method connects an organic small molecule reagent with a unique sequence of DNA at the molecular level (i.e. DNA labeling the small molecule reagent), and utilizes the "combination-splitting" strategy of combinatorial chemistry to pass two at most A large number of compound libraries can be quickly constructed in one cycle, each compound in the compound library is composed of different organic small molecule reagent residues, and is identified by the co...

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Problems solved by technology

[0022] At present, in the field of DNA-encoded compound libraries, On-DNA aryl azides are mainly prepared by reacting On-DNA compounds with binary small molecule reagents with azide groups and functional groups complementary to those of On-DNA compounds. For example, DNA amino compounds and binary reagents containing azido and carboxyl groups are used to prepare On-DNA azide compounds through condensation reactions. Due to the scarcity of such binary reagents, the availability of On-DNA azide compounds is limited, which in turn limits the function of Types and quantities of On-DNA arylamine compounds and On-DNA 1,4-disubstituted-1,2,3-triazole compounds obtained through group conversion

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