Method for purifying 24-dehydrocholesterol

A technology for dehydrocholesterol and compound, applied in the direction of organic chemistry, steroids, etc., can solve the problems of large solvent consumption, high cost, complicated process, etc., and achieve the effects of being conducive to industrialization, low environmental pressure, and simple process

Active Publication Date: 2021-07-20
江西天新药业股份有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0007] The purpose of the present invention is to provide a method for purifying 24-dehydrocholesterol in order to overcome the technical problems of large solvent consumption, high cost and compl

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  • Method for purifying 24-dehydrocholesterol
  • Method for purifying 24-dehydrocholesterol
  • Method for purifying 24-dehydrocholesterol

Examples

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Embodiment 1

[0071] (1A) In a 3000mL reaction flask, add 300g lanolin cholesterol crystallization mother liquor concentrate (external standard content: the content of 24-dehydrocholesterol is 26.3wt%, the content of cholesterol is 42.5wt%), toluene 1500mL and bromine Calcium 150g, then heated up to 100°C, and kept at 100°C for complexation reaction for 1 hour, after the reaction was completed, the reacted material was cooled to 35°C within 3 hours, and the complex was obtained by filtration. Then add the obtained complex, 1000mL of toluene and 200mL of water into a 2000mL reaction flask, heat up to 65°C with stirring until it dissolves, leave it to separate and obtain an organic phase and an aqueous phase, and wash the organic phase with 200mL of water once. The organic phase was concentrated under reduced pressure to obtain 231.3 g of the first purified product (external standard content: the content of 24-dehydrocholesterol was 33.4 wt%, and the content of cholesterol was 54.3 wt%);

[...

Embodiment 2

[0075] (1A) In a 3000mL reaction flask, add 300g lanolin cholesterol crystallization mother liquor concentrate (external standard content: the content of 24-dehydrocholesterol is 26.3wt%, the content of cholesterol is 42.5wt%), ethyl acetate 1500mL successively , methanol 30g and calcium bromide 150g, then heated up to 65°C, and kept warm for complexation reaction for 2 hours, after the reaction was completed, the reacted material was evaporated to remove methanol at 70°C, and the temperature of the remaining material was cooled within 3 hours To 45 ° C, the complex was obtained by filtration. Then, add the obtained complex, 1000 mL of ethyl acetate and 200 mL of water into a 2000 mL reaction flask, heat up to 65 ° C under stirring until it dissolves, and leave to separate layers to obtain an organic phase and an aqueous phase, and then use 200 mL of Wash with water once. The organic phase was concentrated under reduced pressure to obtain 240.7 g of the first purified product...

Embodiment 3

[0079] (1A) In a 3000mL reaction flask, add 300g lanolin cholesterol crystallization mother liquor concentrate (external standard content: the content of 24-dehydrocholesterol is 20.4wt%, the content of cholesterol is 41.3wt%), n-octane 2000mL successively And 120g of zinc chloride, then heated up to 100°C, and kept at 100°C for complexation reaction for 2 hours. After the reaction was completed, the reacted material was cooled to 50°C within 3 hours, and the complex was obtained by filtration. Then, add the obtained complex, 1000 mL of ethyl acetate and 200 mL of water into a 2000 mL reaction flask, heat up to 65 ° C under stirring until it dissolves, and leave to separate layers to obtain an organic phase and an aqueous phase, and then use 200 mL of Wash with water once. The organic phase was concentrated under reduced pressure to obtain 235.4 g of the first purified product (external standard content: the content of 24-dehydrocholesterol was 25.6 wt%, and the content of cho...

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Abstract

The invention relates to the technical field of purification of intermediates, in particular to a method for purifying 24-dehydrocholesterol, which comprises the following steps: (1) taking a mixture containing a compound as shown in a formula (I) and a compound as shown in a formula (II) as a raw material to be purified, and obtaining a first purified product in a mode of step (1A) or (1B); (1A) in the presence of a first solvent, contacting the raw material to be purified with MXn to obtain a complex, and then decomplexing in the presence of water and a second solvent; (1B) carrying out column chromatography separation on the raw material to be purified; (2) crystallizing the first purified product by using a third solvent to obtain a second purified product, wherein R in the formula (I) and R in the formula (II) are the same and are H or C1-C4 acyl groups. The method provided by the invention has the advantages of low cost, simple technical process and capability of effectively purifying 24-dehydrocholesterol.

Description

technical field [0001] The invention relates to the technical field of intermediate purification, in particular to a method for purifying 24-dehydrocholesterol. Background technique [0002] 24-dehydrocholesterol or its derivatives are important raw materials for the synthesis of 25-hydroxycholesterol, and 25-hydroxycholesterol is an important raw material for the synthesis of 25-hydroxyvitamin D3. 25-Hydroxyvitamin D3 has wide application prospects and high economic value. But at present, 24-dehydrocholesterol or its derivatives face the problem of difficult purification. Existing methods for purifying 24-dehydrocholesterol generally include the following: [0003] Method (a) The lanolin cholesterol crystallization liquid material passes through the industrial preparation column (J.Nat.Prod.1996,59,23-26), needs 400-1000 times of elution solvent, solvent consumption is large, energy consumption is high, environmental protection pressure Large, and the high-efficiency sil...

Claims

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Application Information

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IPC IPC(8): C07J9/00
CPCC07J9/00
Inventor 张先南陈璋赵国军熊发新王礼杰司玉贵
Owner 江西天新药业股份有限公司
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