Method for synthesizing alpha-hydroxy amide compound

Abstract

The invention provides a method for synthesizing an alpha-hydroxy amide compound. The method specifically comprises the following steps: (1) mixing amide, an alkali and dimethyl sulfoxide, sealing in an air atmosphere, and reacting; (2) cooling to room temperature after the reaction is ended, adding saturated salt water for washing, extracting for 3-5 times by using ethyl acetate, merging an organic layer, drying through anhydrous sodium sulfate, performing vacuum concentration, and obtaining a crude product; and (3) purifying the crude product through chromatographic separation, and obtaining the needed alpha-hydroxy amide compound. Compared with the prior art, the method is performed in a simple potassium hydroxide / dimethyl sulfoxide system, and a complex or expensive catalyst is avoided; the raw materials are easily prepared; the temperature is proper, and the operation is easily controlled; a target product is directly obtained in one step by taking air as a green oxidant; the reaction is high-efficiency, the yield is 98 percent, and industrial production is promoted.

Description

technical field [0001] The invention relates to the field of organic chemical synthesis, in particular to a method for synthesizing α-hydroxyamide compounds. Background technique [0002] α-Hydroxyamides have unique pharmacological and physiological activities and play an important role in organic chemistry and medicinal chemistry. These compounds have antiviral, bactericidal and antitumor activities, and are often used as inhibitors of various enzymes and antibodies. This molecular skeleton is contained in some natural products such as sea anemones and marine cyanobacteria. It is also a very important synthetic intermediate. FK-156 produced by Strepto myces olivacegriseus and Streptomyces violaceus has a skeleton structure of α-hydroxyamide. On the one hand, FK-156 can be used as an immune enhancer to prevent bacterial infection, and on the other hand, it can be used for protein synthesis. And α-hydroxyamide compounds also occupy an important position in the field of org...

AI Technical Summary

Problems solved by technology

[0031] However, this reaction uses more complicated raw materials, and its preparation is more complicated and the requirements are higher, which makes the synthesis process more cumbersome, and the reaction needs to be completed in two steps, and its yield is not high

[0032] In summary, in the existing synthetic methods of α-hydroxyamides, the raw materials are difficult to obtain, the reaction often requires lower temperature, is difficult to control, the catalyst is relatively complicated or expensive, and the reaction steps are many, often accompanied by side reactions, resulting in low rate

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