Synthesizing method of trometamol prostaglandin F2alpha

Abstract

The invention discloses a synthesizing method of trometamol prostaglandin F2alpha. The synthesizing method includes: using a compound (-)-Corey lactone diol as the raw material, performing oxidation reaction to obtain lactone aldehyde, allowing the lactone aldehyde to splice with a lower side chain through Wittig-Horner reaction to obtain olefin, reducing double carbonyl in the olefin to obtain alcohol, allowing the alcohol to have ylide-Wittig reaction with an upper side chain to obtain prostaglandin F2alpha, dissolving the prostaglandin F2alpha into trometamol, and performing crystallization to obtain the trometamol prostaglandin F2alpha. The synthesizing method does not need a precious-metal catalyst and is few in side reaction, high in yield, low in cost, little in pollution and suitable for large-scale industrial production.

Description

technical field [0001] The invention relates to a synthetic method of a compound, in particular to a synthetic method of trometamol prostaglandin F2α. Background technique [0002] Prostaglandin (PG) is an active substance composed of a class of unsaturated fatty acids that exists in animals and humans and has a variety of physiological effects. It was first found to exist in human semen. At that time, it was thought that this substance was released by the prostate, so it was named prostaglandin. It has been proved that the prostaglandins in semen mainly come from the seminal vesicles, and many tissue cells in the whole body can produce prostaglandins. Prostaglandin (PG) is synthesized from arachidonic acid in the body, and its structure is a 20-carbon unsaturated fatty acid composed of a five-ring and two side chains. According to their structure, prostaglandins are divided into A, B, C, D, E, F, G, H, I and other types. Different types of prostaglandins have different f...

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Problems solved by technology

[0004] However, the following two synthetic routes are commonly used for the synthesis of trometamol prostaglandin F2α. One is to synthesize a five-membered ring structure with any side chain first, and then introduce another side chain through 1,4-addition , this synthesis method has a high yield, but it needs to use a noble metal catalyst. The noble metal catalyst is not only expensive, not easy to recycle, but also easily pollutes the environment, which limits its use in the industrial field. The other is a three-component coupling method, that is, the "one-pot method" introduces two side chains at the α and ω positions at the same time. Although this synthesis method has a short route, cheap and easy-to-obtain raw materials, and obvious cost advantages, there are many side reactions in the key steps of this method, and the yield is low. The time is difficult to control, the chemical stability and yield of intermediates need further research, and it is not suitable for industrial production

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