Method for preparing trenbolone acetate

Abstract

The invention discloses a method for preparing trenbolone acetate, and belongs to the technical fields of preparation and processing of hormone drugs. According to the method, 3-ethylenedioxy-estra-[delta]<5,10>,[delta]<9,11>-dien-17-one is used as an initial raw material, keto at a 17th position is reduced into an alcohol, a ketal group at a 3rd position is hydrolyzed, oxidative dehydrogenation is performed, and acetylation is performed on an alcohol group at a 17th position to prepare the trenbolone acetate. The synthetic process route of the trenbolone acetate provided by the invention hasthe advantages of cheap and easily available raw materials, simple and convenient reaction control, few byproducts, easy purification, a high total yield and extremely-high competitiveness in production cost and operability, is suitable for industrial large-scale production, and has good economic benefits.

Description

technical field [0001] The invention relates to the technical field of preparation and processing of hormone drugs, in particular to a method for preparing trenbolone acetate. Background technique [0002] Trenbolone Acetate (Trenbolone Acetate), the chemical name is 17β-acetoxy-estra-4,9,11-trien-3-one, is a kind of anabolic hormone with good effect, which can significantly promote the At the same time, it can significantly reduce the ratio of meat to feed and improve meat quality. As a growth agent for beef cattle, it has been mass-produced and widely used abroad, especially in North America. Due to its preventive effect against mad cow disease, the demand for trenbolone acetate is increasing. [0003] The synthetic route of existing trenbolone acetate is relatively long, and some reaction yields are extremely low, which makes it very difficult to obtain the crystallization of the final product. (Fudan Journal (Medical Edition) 2002, 29 (3): 211-212) reported a preparati...

AI Technical Summary

Problems solved by technology

[0009] This route first carries out the esterification of the 17-hydroxyl group, which limits the possibility of trenbolone being esterified by other esters. It is difficult to control the selective hydrolysis of enol esters, and it is prone to incomplete or excessive hydrolysis, resulting in difficulties in purification and large-scale production.

[0010] The route disclosed in Chinese patent CN102924553 (Common Pharmaceutical Industry) is to change the acidic catalyst in the route reported by Zhang Huyue and others from p-toluenesulfonic acid to acetyl chloride / methanol. This route uses a large amount of acidic reagent acetyl chloride, which is very corrosive. The requirements for production equipment are high, the environment is seriously polluted, and the large amount of wastewater is difficult to deal with, and the total production rate has not been significantly improved.

[0013] In this route, the selectivity of potassium borohydride reduction is poor, the control is difficult, the yield of acid-catalyzed condensation ring closure is not high, and the purification is difficult, all of which limit the large-scale industrialization of this route.

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