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Process for preparing hydrocortisone

A technology for hydrocortisone and preparation process, which is applied in the production of organic chemistry, steroids, and bulk chemicals, etc., can solve the problems of low chromatographic purity of the target product, high risk of impurity generation, increased production cost, etc., and achieves improved quality. and yield, shorten the production cycle, reduce the effect of labor intensity

Inactive Publication Date: 2012-12-19
HENAN LIHUA PHARMA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] In the reaction of taking off the protective group of hydrocortisone from the reduction product in step 3, the traditional preparation process is to use NaNO 2 Solution and HCl solution system are deprotected, urea and sodium bicarbonate are used as auxiliary materials to assist the reaction, and finally an appropriate amount of chloroform is added to precipitate crystallization. This method has low selectivity and difficult crystallization. Due to the variety of auxiliary materials, the risk of impurity formation is relatively high. The target The chromatographic purity of the product is low, at about 93%, and the product yield is low, which will greatly increase the production cost

Method used

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  • Process for preparing hydrocortisone
  • Process for preparing hydrocortisone
  • Process for preparing hydrocortisone

Examples

Experimental program
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Effect test

Embodiment l

[0015] Dissolve 10g of sodium nitrite in 100ml of drinking water, stir to dissolve, set aside, add 10ml of dichloromethane to 400ml of 5% hydrochloric acid solution, stir evenly, add 20g of hydrocortisone reducer, stir to dissolve at 30-35°C Clear, slowly add sodium nitrite solution dropwise, finish dropping in 3-4 hours, continue to react for 2 hours, take samples for testing, after passing the test, cool down to 0-5°C to filter and discharge, vacuum dry, dry to obtain hydrocortisone The crude hydrolyzate was 14.30g, the yield increased by 6.21%, and the chromatographic purity: 96.5%.

Embodiment 2

[0017] Dissolve 10g of sodium nitrite in 100ml of drinking water, stir to dissolve, set aside, add 10ml of dichloromethane to 450ml of 5% hydrochloric acid solution, stir evenly, add 20g of hydrocortisone reducer, stir to dissolve at 30-35°C Clear, slowly add sodium nitrite solution dropwise, finish dropping in 3-4 hours, continue to react for 2 hours, take samples for testing, after passing the test, cool down to 0-5°C to filter and discharge, vacuum dry, dry to obtain hydrocortisone The hydrolyzate crude product was 14.36g, the yield increased by 6.53%, and the chromatographic purity: 96.0%.

Embodiment 3

[0019] Dissolve 10g of sodium nitrite in 100ml of drinking water, stir to dissolve, set aside, add 10ml of dichloromethane to 350ml of 5% hydrochloric acid solution, stir evenly, add 20g of hydrocortisone reducer, stir to dissolve at 30-35°C Clear, slowly add sodium nitrite solution dropwise, finish dropping in 3-4 hours, continue to react for 2 hours, take samples for testing, after passing the test, cool down to 0-5°C to filter and discharge, vacuum dry, dry to obtain hydrocortisone The crude hydrolyzate was 14.27g, the yield increased by 6.08%, and the chromatographic purity: 96.7%.

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Abstract

The invention discloses a process for preparing hydrocortisone, and belongs to the field of chemical pharmacy. The process comprises the following steps of: preparing a reducing matter by using cortisone acetate as a raw material; removing a protecting group to acquire the hydrocortisone; in the step of removing the protecting group, adding the reducing matter into uniformly-mixed solution of hydrochloric acid solution and chloralkane; stirring and dissolving clearly; and dipping sodium nitrite solution under a certain temperature to separate out hydrocortisone. With the adoption of the process, the side reaction caused by a large quantity of auxiliary materials during the removal of the protecting group is avoided, so that the product is pure; the production cost is reduced; the hydrocortisone is easily crystallized in heterogeneous solution of the chloralkane and the water; and the crystal form is better than that in the traditional process.

Description

technical field [0001] The invention relates to a preparation process of hydrocortisone, in particular to a preparation process of medicinal hydrocortisone, which belongs to the field of chemical pharmacy. Background technique [0002] The chemical name of hydrocortisone is: 11β, 17α, 21-trihydroxypregn-4-ene-3,20-dione, which is an adrenocorticosteroid drug with anti-inflammatory, immunosuppressive, anti-drug and anti-shock properties. role, its structural formula is: [0003] [0004] The preparation of hydrocortisone is to use cortisone acetate as the starting material, step 1: protect the ketone group on the C3 and C20 positions through a semicarbazone to obtain a condensate; step 2: reduce the ketone group on the C11 position with potassium borohydride Make it into β-OH, and at the same time, the ester group on the C21 position is hydrolyzed into a hydroxyl group to obtain a reduced product; Step 3: remove the protecting groups on the C3 and C20 positions to obtain ...

Claims

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Application Information

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IPC IPC(8): C07J5/00
CPCY02P20/55
Inventor 王海波李合兴
Owner HENAN LIHUA PHARMA
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