A kind of synthetic method of steroid derivative containing carboxyl group in a kind of 4-position

Abstract

The invention discloses a synthetic method of a 4-position steroid derivative containing a carboxyl group. The synthetic method includes dissolving steroid hormones in an organic solvent, and reactingsolutes with potassium peroxymonosulfonate and an aqueous solution of sodium bromide to obtain a 4-position brominated steroid derivative; coupling the obtained product with methyl thioglycolate under basic conditions and under reflux conditions, and performing separation after reaction to obtain a 4-position ester-substituted steroid derivative; adding the product obtained in the second step into a hydrochloric acid solution to carry out decarboxylation and acidification reactions, and performing separation after the reactions to obtain the 4-position steroid derivative containing the carboxyl group. The synthetic method has the advantages that the raw materials used are available compounds which are cheap, easy to acquire and capable of being purchased from the market or prepared by theprior art; the synthesis cycle is short, the method is simple and efficient, and the synthesized product has high purity, high yield and simplified configuration and is suitable for industrial mass production.

Description

technical field [0001] The present invention relates to the synthesis of steroid hormone derivatives, in particular to a novel 4-position carboxyl-containing steroid derivatives synthesis method. Background technique [0002] Steroid hormones, also known as steroid hormones, have extremely important medical value. It has a clear role in maintaining life, regulating sexual function, and in the development of the body, immune regulation, skin disease treatment and birth control. Among them, aldosterone is a kind of adrenal corticosteroid, a representative mineralocorticoid hormone with strong electrolyte metabolism, and its function is to maintain sodium and excrete potassium to maintain electrolyte balance and constant body fluid volume. Aldosterone is produced by the zona glomerularis and regulated by renal secretion of renin. As a typical class of endocrine disruptors, steroid hormones have strong endocrine disrupting effects, so the determination of steroid hormones is p...

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Problems solved by technology

However, the functional groups of these derivatives that specifically bind to antibodies will be partly covered, resulting in unsatisfactory compatibility with antibodies and specific binding efficiency

[0005] Masao Kono of Japan mentioned in a patent document published in 1987 the synthetic method of derivatives substituted at aldosterone 4-position and 6-position (synthetic route such as figure 2 shown), the advantage is that the reaction site of aldosterone can be well exposed, the 4-position and 6-position can be labeled, and the exposed functional group can specifically bind to the antibody efficiently; the disadvantage is that the synthetic route is long and the reaction The time is long, the yield is low, and what is obtained is a mixture of 4- and 6-substituted aldosterone derivatives

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