Green synthetic method of beta-carboline compound

Abstract

The invention discloses a green synthetic method of a beta-carboline compound. The green synthetic method of the beta-carboline compound is technically characterized by comprising the following steps: carrying out Pictet-Spengler reaction on L-tryptophan to prepare tetrahydro-beta-carboline-3-carboxylic acid; and decarboxylating and oxidizing the tetrahydro-beta-carboline-3-carboxylic acid under the effect of an oxidizing decarboxylating agent hydrogen peroxide to prepare the beta-carboline compound. The invention discloses specific synthetic steps and main reaction equations in the preparation process. The method disclosed by the invention has the advantages of simple preparation and safety and environmental-friendliness, and the yield of the beta-carboline compound is high, so that the demand on green chemistry is satisfied.

Description

technical field [0001] The invention relates to the field of medicinal chemistry, in particular to a green synthesis method of β-carboline compounds. Background technique [0002] Malignant tumor is a kind of cellular disease, the main feature is that the cell division is out of control, leading to uncontrolled growth, differentiation disorders, and invasion of local cells and metastasis, if not treated effectively, it will often hinder the function of normal organs, and even lead to die. At present, tumors have gradually replaced cardiovascular and cerebrovascular diseases as the number one killer of human beings. Now there are more than 20 million new cases in the world every year. There are about 1.8-2 million new cases in my country every year, about 1.5 million deaths, and more than 5 million patients. Cancer has also become the main reason why my country's working-age labor force loses their ability to work. At present, the main treatment methods are: surgery, radiat...

AI Technical Summary

Problems solved by technology

Currently, there are many methods for obtaining β-carboline rings through oxidative decarboxylation and dehydrogenation reactions, and the main methods are summarized as follows: 1) Using SeO 2 In the presence of acetic acid as an oxidizing agent, β-carboline compounds can be obtained by reflux reaction (J. Med. Chem, 1987, 30(4): 750-753); 2) Potassium dichromate is used as an oxidizing agent, β-carboline ring (Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry; 1987, 26: 757-760); 3) Using ammonium persulfate or sodium persulfate as oxidant, in nitric acid Under the conditions of silver and water, the β-carboline ring is obtained by heating reaction (Synthetic Communications, 2007, 37: 2137-2143); 4) The β-carboline ring is obtained by using silver persulfate as the oxidant under the condition of acetonitrile and water (Synthetic Communications, 2007, 37(13): 2137-2143), the problem of the above several synthetic methods is that most of the oxidants used are highly toxic substances or heavy metal salts, which have great potential safety hazards and great harm to the environment. And the productive rate of these methods is all low, and the highest is only more than 70%.