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The preparation method of cortisone acetate

A cortisone acetate and reaction technology, applied in the field of chemical synthesis of steroid hormone drugs, can solve the problems of high starting raw material prices and high process costs, and achieve the effects of reduced process costs, high yields, and low prices

Active Publication Date: 2016-01-06
HUNAN NORCHEM PHARMACEUTICAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] Although this preparation method has shorter synthesis steps, the starting material price is higher, and the reaction involves high-cost operations such as iodine addition, and the process cost is higher

Method used

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  • The preparation method of cortisone acetate
  • The preparation method of cortisone acetate
  • The preparation method of cortisone acetate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] oxidation reaction

[0025] At room temperature, add 180ml of glacial acetic acid and 50ml of manganese acetate aqueous solution with a mass concentration of 50% to a clean and dry 500ml four-necked round-bottomed flask equipped with a thermometer, reflux condenser, and mechanical stirring, and add 100.0g of compound I under stirring, and the system Lower the temperature to 40 to 50°C, control the temperature at 40 to 50°C, and add 50ml of chromium trioxide aqueous solution with a mass concentration of 50% dropwise. After the dropwise addition was completed, the reaction was carried out for 2 hours. TLC followed the reaction until no raw material remained. The system was lowered to room temperature, and the reaction system was added dropwise to 2L of purified water, a large amount of solids were precipitated, and the stirring was continued for 2 hours. The system was suction-filtered, the filter cake was washed with water until it was neutral, and dried at 50°C to obt...

Embodiment 2

[0034] oxidation reaction

[0035]At room temperature, under the protection of nitrogen, add 200ml of acetone and 50ml of manganese acetate solution with a mass concentration of 40% to a clean and dry 500ml four-necked round-bottomed flask equipped with a thermometer, a reflux condenser, and mechanical stirring, and add 100.0g of the compound under stirring Ⅰ. Cool the system down to 40-45°C, control the temperature at 40-50°C, and add 50ml of chromic anhydride aqueous solution with a mass concentration of 60% dropwise. After the dropwise addition was completed, the reaction was carried out at a constant temperature for 3 hours. TLC followed the reaction until no raw material remained. The system was cooled to room temperature. The reaction system was added dropwise to 3 L of purified water, a large amount of solids were precipitated, and the stirring was continued for 2.5 hours. The system was suction-filtered, the filter cake was washed with water until neutral, and then ...

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Abstract

The invention relates to a preparation method of cortisone acetate, which is prepared from a compound I by oxidation reaction, cyanogroup substitution reaction, siloxy protective reaction, intramolecular nucleophilic substitution reaction and replacement reaction. The method provided by the invention has the advantages of high yield and low cost, and the reaction route is shown as the specification.

Description

technical field [0001] The invention relates to a chemical synthesis method of steroid hormone medicine, in particular to a preparation method of cortisone acetate. Background technique [0002] Cortisone acetate is an adrenal cortex hormone drug, which can affect glucose metabolism, anti-inflammation, anti-allergy, anti-drug and other effects. It is mainly used for the treatment of primary or secondary adrenal insufficiency, and various types of congenital adrenal hyperplasia caused by the deficiency of the enzyme system required for the synthesis of glucocorticoids. Its pharmacological effects can also be used to treat various diseases when necessary. . [0003] The preparation of cortisone acetate is currently produced by the vast majority of manufacturers according to the cortisone acetate process in the "National Compilation of Raw Materials Processes" (State Administration of Medicine, 1980). Part of the process describes the compound 4-pregnene-16ɑ, 17ɑ-epoxy-11ɑ-hy...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07J5/00
Inventor 刘喜荣
Owner HUNAN NORCHEM PHARMACEUTICAL CO LTD
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