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Preparation method of budesonide

A monohydric alcohol and solvent technology, applied in the field of preparation of budesonide, can solve the problems of low total product yield, rearrangement of pinacol, instability of 16alpha-hydroxyprednisolone, etc., to achieve easy operation, controllability, The effect of improving the total yield

Active Publication Date: 2015-12-02
湖南玉新药业有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The existing patented synthetic process route is to first hydrolyze 16alpha-hydroxyprednisolone acetate to obtain 16alpha-hydroxyprednisolone, but because 16alpha-hydroxyprednisolone is very unstable, it is very easy to oxidize and prone to pinnacle Alcohol rearrangement, so the refinement of 16alpha-hydroxyprednisolone is very strictly controlled in the production operation, and the yield of refinement is relatively low, so the total yield of the final product of budesonide is also very low, and the production cost of the product is very high

Method used

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  • Preparation method of budesonide
  • Preparation method of budesonide

Examples

Experimental program
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Effect test

Embodiment 1

[0040] Add 50 milliliters of acetonitrile and 5 milliliters of n-butyraldehyde in the reaction kettle, drop into 10 grams of 16alpha-hydroxyprednisolone acetate after passing through nitrogen once, continue to add 1 milliliter of 70% perchloric acid under stirring with nitrogen, control The reaction was carried out at an internal temperature of 45° C. for 2 hours, and TLC detected that the reaction of the raw materials was complete. Cool down to room temperature, and adjust the pH to neutral with an appropriate amount of triethylamine. Then it was concentrated to 10% of the original volume under negative pressure at about 50 degrees; cooled to room temperature.

[0041] Add 50 milliliters of methanol and 10 milliliters of dichloromethane into the reactor, stir and dissolve the materials, then cool down to minus 5°C, keep warm, slowly add 10 milliliters of methanol solution with 1 gram of potassium hydroxide dropwise, and control The inner temperature must not exceed zero, and...

Embodiment 2

[0044] Add 50 milliliters of tetrahydrofuran and 5 milliliters of n-butyraldehyde to the reaction kettle, and then put in 10 grams of 16alpha-hydroxyprednisolone acetate after nitrogen replacement once, continue to stir with nitrogen and add 1.5 milliliters of 70% perchloric acid to control the internal temperature. The reaction was carried out at 40°C for 2 hours, and TLC detected that the reaction of the raw materials was complete. Cool down to room temperature, and adjust the pH to neutral with an appropriate amount of triethylamine. Then it was concentrated to 10% of the original volume under negative pressure at about 40 degrees; cooled to room temperature.

[0045] Add 50 milliliters of methanol and 10 milliliters of dichloromethane into the reactor, stir and dissolve the materials, then lower the temperature to minus 5 degrees, keep warm, slowly add 10 milliliters of methanol solution with 1 gram of potassium hydroxide dropwise, and control the internal temperature. Th...

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PUM

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Abstract

The invention discloses a preparation method of budesonide. The preparation method comprises the following steps: (1) carrying out n-butyraldehyde aldolization for 16 alpha-hydroxyl prednisolone acetate as shown in formula (1) to obtain a budesonide crude prodct; (2) then hydrolyzing 21-acetates; and (3) collecting the product budesonide from reactant. By adopting the preparation method, the unstable midbody 16 alpha-hydroxyl prednisolone is avoided. The preparation method is easy to operate and control, and the total yield of the budesonide is greatly increased. The reaction formula is shown in the specification.

Description

technical field [0001] The invention relates to a preparation method of budesonide. Background technique [0002] Budesonide is a kind of medicine that is used to treat asthma disease, and its chemical structural formula is as shown in formula (3): [0003] [0004] At present, the conventional preparation route is as follows: [0005] [0006] The existing patented synthesis process line is to first hydrolyze 16alpha-hydroxyprednisolone acetate to obtain 16alpha-hydroxyprednisolone, but because 16alpha-hydroxyprednisolone is very unstable, it is very easy to oxidize, and prone to pinnacle Alcohol rearrangement, so the refining of 16alpha-hydroxyprednisolone is very strictly controlled in the production operation, and the refining yield is relatively low, so the final product yield of budesonide is also very low, and the product production cost is very high . Contents of the invention [0007] The purpose of the present invention is to provide a preparation method...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07J71/00
Inventor 申玉良曹春宇郑良彬舒志坚刘红李文来
Owner 湖南玉新药业有限公司
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