Linear polystyrene-supported (4S)-oxazolidine-2-benzimine as well as preparation method and application thereof

Abstract

The invention relates to linear polystyrene-supported (4S)-oxazolidine-2-benzimine which has the following structural formula, wherein m:n=1:1-4, and Mw=8300-14000. In the invention, (4S)-oxazolidine-2-benzimine is supported on linear polystyrene to prepare the linear polystyrene-supported (4S)-oxazolidine-2-benzimine as a chiral auxiliary reagent to induce asymmetric reaction into homogeneous reaction, and the reaction is rapid and convenient for on-line detection. The chiral auxiliary reagent not only reserves the high yield and the high stereoselectivity of the asymmetric reaction induced by the oxazolidine-2-benzimine as the chiral auxiliary reagent to obtain a chiral compound with high optical purity, bus also realize the recycling of the (4S)-oxazolidine-2-benzimine. The synthesized chiral compound with high optical purity is used as the precursor, the intermediate and the final product of medicines, agricultural chemicals, spices and functional materials.

Description

technical field The invention relates to a chiral auxiliary reagent linear polystyrene supported (4S)-oxazolidine-2-phenylimine and a preparation method and application thereof. Background technique Since Merrifiled used cross-linked polystyrene as an insoluble polymer carrier to support the synthesis of peptides in 1963, solid-phase organic synthesis has been widely used in the synthesis of peptides, oligosaccharides, low-level nucleotides, and small molecule compound libraries. . However, solid-phase organic synthesis uses insoluble cross-linked polystyrene as a carrier, and the heterogeneous reaction takes a long time; it is difficult to optimize the reaction conditions by using the classic liquid-phase organic synthesis reaction conditions, and the reaction speed and method are difficult to predict; Conventional analytical methods such as TLC, HPLC, IR, and NMR cannot be used to detect the reaction process, separation purity, and product structure. Only destructive meth...

AI Technical Summary

Problems solved by technology

Chiral oxazolidine-2-phenylimine is a new type of chiral auxiliary reagent, which induces asymmetric alkylation reaction, shows good asymmetric induction effect, and has good chemical yield, but the chiral auxiliary After the reagent induces an asymmetric reaction, it is difficult to recover and reuse

Images