Novel biaryl-structured chiral N-methyl pyridoxal catalyst and synthesis and application thereof

A methyl pyridoxal and catalyst technology, applied in catalytic reaction, physical/chemical process catalyst, organic compound/hydride/coordination complex catalyst, etc., can solve the problem of α-β-diamino acid derivatives, etc.
CN108947894AActive Publication Date: 2018-12-07SHANGHAI NORMAL UNIVERSITY

Patent Information

Authority / Receiving Office
CN · China
Current Assignee / Owner
SHANGHAI NORMAL UNIVERSITY
Publication Date
2018-12-07

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Abstract

The invention relates to a novel biaryl-structured chiral N-methyl pyridoxal catalyst and synthesis and application thereof. The general structural formula is as shown in the specification, wherein R1is hydrogen or C1-C24 alkyl, and R2 and R3 are independently hydrogen or C1-C24 alkyl. In comparison with the prior art, the prepared pyridoxal catalyst can be used in a bionic Mannich reaction process, and fast and effective synthesis of a chiral alpha-beta-diamino acid derivative is realized.
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Description

technical field

[0001] The invention belongs to the technical field of high-resolution catalysts, and relates to a novel biaryl structure chiral N-methylpyridoxal catalyst and its synthesis and application. Background technique

[0002] In organisms, compounds containing free amino groups can directly participate in the reaction. For example, enzyme-catalyzed glycine can directly add electrophiles (such as aldehydes) to generate β-carboxy α-amino acids. The reaction conditions are mild, and glycine directly participates in the reaction , without any protecting group. In this reaction, the active center of the enzyme is vitamin B6, which exists in the form of phosphoric acid (PMP and PLP) in the body. It is a water-soluble vitamin and its main function is to participate in various enzyme-catalyzed reactions as a coenzyme factor. The chemists found that pyridoxal can also induce the addition of glycine to aldehydes in the absence of enzymes. The Kuzuhara and Breslow research...

Claims

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