Synthetic method for drug 7-(3,5,6-trimethyl-1,4-benzoquinon-2-yl)-7-phenylheptanoic acid

Abstract

The invention discloses a synthetic method for the drug 7-(3,5,6-trimethyl-1,4-benzoquinon-2-yl)-7-phenylheptanoic acid. The synthetic method comprises the following steps: adding 1,4-dimethoxy-2,5,6-trimethylbenzene and a sodium nitrate solution into a reaction vessel, controlling a stirring speed, carrying out heating, then adding aluminum isopropoxide, and continuing reaction; and carrying outheating, adding a sodium sulfate solution, adding potassium peroxydisulfate in batches within a certain period of time, controlling a stirring speed, adding niobium pentoxide powder, continuing the reaction, carrying out cooling, adding a potassium chloride solution, subjecting the solution to layering to separate an oil layer, washing the oil layer with an ethylene glycol solution, then washing the oil layer with a chloroform solution, carrying out recrystallization in a propargyl alcohol solution, and then carrying out dehydration with dehydrating agent to obtain the finished 7-(3,5,6-trimethyl-1,4-benzoquinon-2-yl)-7-phenylheptanoic acid.

Description

technical field [0001] The invention relates to a preparation method of medicine, belonging to the field of organic synthesis, in particular to the synthesis of 7-(3,5,6-trimethyl-1,4-benzoquinone-2-yl)-7-phenylheptanoic acid method. Background technique [0002] 7-(3,5,6-Trimethyl-1,4-benzoquinone-2-yl)-7-phenylheptanoic acid drug is a long-acting thromboxane A2 receptor antagonist that inhibits a variety of chemical transmitters (thromboxane A2, leukotriene D4, platelet activating factor) induced vasoconstriction, and has the function of inhibiting the immediate and delayed allergic reactions induced by inhaled antigens. Most of the existing synthetic methods use trimethylhydroquinone, 4.7-hydroxyl-7-phenylheptanoic acid and toluene, add boron trifluoride etherate complex dropwise at 60°C, stir under the same conditions, and then concentrate under reduced pressure to dry, the residue was dissolved in THF, and FeCl was added 3 , the mixture continued to stir, concentrate...

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Problems solved by technology

When toluene is poured into water, it will cause the death of fish and other aquatic organisms. Toluene is a first-class flammable substance, and the mixture of its vapor and air is explosive; therefore, using toluene as a reaction raw material will increase the risk factor of the synthesis process, and Toluene is more harmful to the health of production operators and is not conducive to safe production

The reaction raw material THF has a stimulating effect on the skin and mucous membranes, and has an anesthetic effect at high concentrations. Production

Reaction raw material FeCl 3 It is corrosive, and its dust can irritate the mucous membrane and cause inflammation, and it will also increase the risk factor of the synthesis process, and FeCl 3 Corrosiveness will increase the corrosion resistance requirements of the reaction equipment, resulting in an increase in equipment manufacturing costs, which is not conducive to reducing reaction costs

Above-mentioned these factors all can cause this synthetic method to have many weak points, and whole synthetic process technique is more complicated, therefore it is necessary to propose a kind of new synthetic method

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