Unlock instant, AI-driven research and patent intelligence for your innovation.

Method for synthesizing and purifying 25-hydroxycholesterol

A hydroxycholesterol, addition technology, applied in organic chemistry, steroids, etc., can solve the problems of difficult to obtain raw materials and complicated preparation process

Active Publication Date: 2021-07-30
江西天新药业股份有限公司
View PDF5 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0013] The purpose of the present invention is to provide a method for preparing 25-hydroxycholesterol in order to overcome the technical problems in the prior art that the raw materials are not easy to obtain, the preparation process is complicated and there are potential safety hazards. The method has the advantages of easy to obtain raw materials, simple process steps, and safety High coefficient and other advantages, but also conducive to the realization of industrialization

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Method for synthesizing and purifying 25-hydroxycholesterol
  • Method for synthesizing and purifying 25-hydroxycholesterol
  • Method for synthesizing and purifying 25-hydroxycholesterol

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0064] Add 42.6g of the mixture (external standard content: the content of 24-dehydrocholesterol acetyl ester is 31.3wt% (13.3g, 31.4mmol), the content of cholesterol acetyl ester is 67.6wt%) to a 10L three-necked flask, and use 500mL Dissolve the above mixture in xylene, and then add 4500 g (50 mol) of lactic acid dropwise under stirring. It takes 0.5 h to complete the dropping, and after the addition reaction at 55 ° C for 5 h under stirring, the HPLC traces the reaction until the 24-dehydrocholesterol acetyl ester no longer decreases; 55 Under the condition of ℃, extract the reaction solution after the above-mentioned addition reaction with n-octane (1000mL×2 times), and separate the layers to obtain the n-octane phase and the remaining acid phase, wherein the remaining acid phase can continue to be used for the addition reaction. The n-octane phases obtained by the two extractions were combined, and then evaporated to dryness to obtain 45.1 g of the adduct, and 11.2 g (200 ...

Embodiment 2

[0068] Add 42.6g of the mixture (external standard content: the content of 24-dehydrocholesterol acetyl ester is 31.3wt% (13.3g, 31.4mmol), the content of cholesterol acetyl ester is 67.6wt%) to a 10L three-necked flask, and use 500mL Dissolve the above mixture in xylene, then add 3600 g (40 mol) of acetic acid dropwise under stirring, and it takes 0.5 h to finish the dropping. After the addition reaction under stirring at 100° C. for 4 h, HPLC tracks the reaction until 24-dehydrocholesteryl acetyl ester no longer decreases; 100 Under the condition of ℃, extract the reaction solution after the above-mentioned addition reaction with n-octane (1000mL×2 times), and separate the layers to obtain the n-octane phase and the remaining acid phase, wherein the remaining acid phase can continue to be used for the addition reaction. The n-octane phases obtained by the two extractions were combined, and then evaporated to dryness to obtain 44.8 g of the adduct, and 11.2 g (200 mmol) of pot...

Embodiment 3

[0071] Add mixture 42.6g (external standard content: the content of 24-dehydrocholesterol acetyl ester is 31.3wt% (13.3g, 31.4mmol), the content of cholesterol acetyl ester is 67.6wt%) in the three-neck flask of 5L), and use 500mL Dissolve the above mixture in 1,2-dichloroethane, and then add 1380g (30mol) of formic acid dropwise with stirring. It takes 0.5h to complete the dropwise addition reaction at 60°C for 4h, and follow the reaction by HPLC until 24-dehydrocholesteryl acetyl ester no longer decrease; under the condition of 60°C, extract the reaction solution of the above addition reaction with petroleum ether (1000mL×2 times), and separate the layers to obtain the petroleum ether phase and the remaining acid phase, wherein the remaining acid phase can continue to be used for the addition reaction , combined the petroleum ether phases obtained by the two extractions, and then evaporated to dryness to obtain 44.0 g of the adduct, and added 11.2 g (200 mmol) of potassium hy...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention belongs to the technical field of organic chemical synthesis and relates to a method for synthesizing and purifying 25-hydroxycholesterol. The method comprises the following steps that: (1) a mixture containing a compound as shown in a formula (I) and a compound as shown in a formula (II) contacts with an addition reagent, so that an addition product can be obtained, on the basis of the total weight of the mixture, the content of the compound as shown in the formula (I) is 10-60 wt%, the addition reagent has a structure as shown in a formula (III), in the formula (I) and the formula (II), R1 is H or C1-C4 acyl, in the formula (III), R2 is a C1-C4 acyl, and R1 and R2 are the same or different; (2) saponification reaction is carried out on the addition product and alkali to obtain a saponification product; and crystallization and separation are performed to obtain the 25-hydroxycholesterol. The method for preparing the 25-hydroxycholesterol has the advantages of easy-to-obtain raw materials and simple and safe process steps.

Description

technical field [0001] The invention relates to the technical field of organic chemical synthesis, in particular to a method for synthesizing and purifying 25-hydroxycholesterol. Background technique [0002] 25-hydroxyvitamin D3 has wide application prospects and high economic value. 25-hydroxycholesterol is an important raw material for the synthesis of 25-hydroxyvitamin D3. Existing methods for preparing 25-hydroxycholesterol generally include the following methods, for example: [0003] (a) Hydroxymercury method [0004] [0005] This method (C.R.Chimie, 6, 79-82, 2003) uses 24-dehydrocholesterol (or derivatives) as raw material, uses mercury acetate to do hydroxymercuration reaction, uses highly toxic mercury reagents, and has large pollution and large Potential safety hazards, mercury residues are difficult to remove, and it is difficult to realize industrialization; [0006] (b) epoxy oxidation method [0007] [0008] This method (Chem.Pharm.Bull.21(2), 457...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C07J9/00
CPCC07J9/00
Inventor 张先南张大玮王玉尧陈璋李泳司玉贵
Owner 江西天新药业股份有限公司
Features
  • R&D
  • Intellectual Property
  • Life Sciences
  • Materials
  • Tech Scout
Why Patsnap Eureka
  • Unparalleled Data Quality
  • Higher Quality Content
  • 60% Fewer Hallucinations
Social media
Patsnap Eureka Blog
Learn More

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2025 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com