An intermediate compound II of epirubicin hydrochloride

Abstract

The application belongs to the technical field of chemical synthesis, and particularly relates to an intermediate compound II of epirubicin hydrochloride; a synthesis method of the intermediate compound II of epirubicin hydrochloride comprises the following steps: dissolving compound I in an organic solvent A, adding iodobenzene diacetate, controlling temperature to react, after the reaction is completed, extracting with an extracting agent, collecting an organic layer, concentrating, adding a crystallization solvent 1 to crystallize, performing suction filtration, and drying to obtain the intermediate compound II; the compound is used to prepare epirubicin, the route operation is simple, the safety of operation is improved, production cost is saved, and the method is more suitable for industrial production; the target product prepared by the method has high purity and yield, and can overcome defects of the prior art, such as complicated operation, high production cost, high technical requirement and the like.

Claims

1. An intermediate compound of epirubicin hydrochloride, as shown in Formula II, with the following structural formula:

2. A method for preparing compound II as described in claim 1, characterized in that, The reaction of compound I with diacetic acid iodotoluene yields epirubicin intermediate compound II, as shown in the following reaction formula:

3. The method for preparing epirubicin hydrochloride intermediate compound II according to claim 2, characterized in that, Specifically, the following steps are included: Compound I was dissolved in organic solvent A, and diacetic acid iodobenzene was added. The reaction was carried out under controlled temperature. After the reaction was completed, the mixture was extracted with an extractant, the organic layer was collected, concentrated, and crystallization solvent 1 was added to induce crystallization. The mixture was then filtered and dried to obtain intermediate compound II.

4. The preparation method according to claim 3, characterized in that, The organic solvent A is one or a combination of methanol, ethanol, isopropanol, benzene, toluene, tetrahydrofuran, and N,N-dimethylformamide.

5. The preparation method according to claim 3, characterized in that, The molar ratio of compound I to diacetic acid iodobenzene is 1:1.0 to 1.

3.

6. The preparation method according to claim 3, characterized in that, The reaction temperature is 0–10°C.

7. The preparation method according to claim 3, characterized in that, The extractant is one of ethyl acetate / purified water, dichloromethane / purified water, or chloroform / purified water.

8. The preparation method according to claim 3, characterized in that, The crystallization solvent 1 is one of acetone, n-hexane, pentane, acetonitrile, and chloroform.

9. Use of the intermediate compound II of claim 1 in the preparation of epirubicin.

10. The use as described in claim 9, characterized in that, Its synthetic route is as follows: The specific method is as follows: Step 1. Add compound II to organic solvent B, stir to dissolve, add reducing agent, react under controlled temperature, after the reaction is complete, add extractant to extract, dry the organic phase with anhydrous sodium sulfate, filter, concentrate under reduced pressure, and dry to obtain compound III; Step 2. Dissolve intermediate compound III in organic solvent C, add 0.1M sodium hydroxide solution dropwise, react under controlled temperature, extract the organic phase, adjust pH, concentrate, add crystallization solvent 2 to crystallize, filter to obtain the target product epirubicin hydrochloride IV.

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