Alpha,beta-diamino acid derivative, synthetic method thereof and application thereof

Abstract

The invention relates to an alpha,beta-diamino acid derivative, and a synthetic method and application thereof. The alpha,beta-diamino acid derivative is shown as a structural formula (A). The synthetic method comprises the following steps of: dissolving imide, amide, a catalyst and a molecular sieve in solvent, dripping a diazo compound into the mixture, and after reacting with stirring, and removing the solvent by reduced pressure distillation to obtain a coarse product; and purifying by column chromatography to obtain the alpha,beta-diamino acid derivative. The synthetic method has the advantages of high atom economy, selectivity and yield, mild reaction conditions and simplicity and safety of operation. The alpha,beta-diamino acid derivative is an important intermediate of chemical engineering and medicines, is widely applied to the field of pharmaceutical chemical engineering; and due to a certain of anticancer activity, the alpha,beta-diamino acid derivative has the wide application prospect in the field of the pharmaceutical chemical engineering.

Description

technical field [0001] This patent relates to the field of synthetic medicine and chemical industry, mainly an α, β-diamino acid derivative and its synthesis method and application. Background technique [0002] α, β-Diamino acid derivatives are a kind of important skeleton structures for building natural products and synthetic drugs, and many marine organisms and natural antibiotics contain such skeleton structures. For example, there are such skeleton structures in many drug structures such as antineoplastic drugs bleomycin and peplomycin, and tuberculosis drug viomycin. α,β-Diamino acid derivatives can also be used in the synthesis of numerous other antineoplastic drugs, antibiotics, antifungal drugs. In addition, α,β-diamino acid derivatives can be used as ligands (Inorg. Biochem. 1995, 57, 279.) and synthetic building blocks to synthesize a series of biologically active compounds. In addition, it has a strong chelating effect with metals, and this property provides br...

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Problems solved by technology

In recent years, although a series of different routes and synthetic methods have been developed (Org.Prep.Proc.Int.1996,28,333; Tetrahedron Lett.2003,44,4865; Tetrahedron Lett.1996,37,2261; Org.Lett .2004,6,213.), but many of these routes and synthetic methods (Chem.Rev.2005,105,3167-3196) have shortcomings such as long steps, high cost, low yield, cumbersome operation and post-treatment, so Difficult to large-scale industrial application, limited economic value

It can be said that the α, β-diamino acid derivatives with two adjacent chiral neutrals are still a big problem and challenge for organic synthetic chemists due to the complexity of their own structures.

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