Synthesizing method of trometamol prostaglandin F2alpha

A technology of trometamol and prostaglandins, which is applied in the preparation of amino hydroxyl compounds, organic chemical methods, chemical instruments and methods, etc., can solve the problems of unsuitability for industrial production, difficult control of reaction time, high price, etc., and achieve selectivity Outstanding, low-cost, and easy-to-purchase results

Active Publication Date: 2017-06-09
宁波第二激素厂
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[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

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  • Synthesizing method of trometamol prostaglandin F2alpha

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[0029] The present invention will be further described below in conjunction with the accompanying drawings and embodiments.

[0030] Such as figure 1 , 2 Shown, the synthetic method of trometamol prostaglandin F2α provided by the present invention, take compound (-)-Corey lactone diol as raw material, make structural formula after oxidation reaction: The lactone aldehyde, the lactone aldehyde and the structural formula are The lower side chain of the Wittig-Honner reaction is spliced ​​to obtain the structural formula as The alkene, the dicarbonyl in the alkene is reduced to obtain the structural formula: Alcohols, and then with the structural formula as Prostaglandin F2α is obtained through the Ylide-Wittig reaction on the upper side chain of the product, and then the prostaglandin F2α is dissolved in tromethamine and crystallized to obtain tromethamine prostaglandin F2α.

[0031] Such as image 3 shown, where the structural formula is The lower side chain of is p...

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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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Application Information

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IPC IPC(8): C07C405/00C07C213/00C07C215/10
CPCC07B2200/07C07C213/00C07C405/00C07C215/10
Inventor 岑桂英任玉琴钱星宇吴国林何玲飞
Owner 宁波第二激素厂
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