Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Method for preparing vitamin D2 derivative

A technology of derivatives and vitamins, applied in the field of preparation of vitamin D2 derivatives, can solve the problems of reducing the yield of calcipotriol and having no utilization value, and achieves the effects of low cost of raw materials, improved utilization, and reduced pollution

Inactive Publication Date: 2010-10-27
ZHEJIANG JINGXIN PHARMA
View PDF0 Cites 9 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The reduction process of the above-mentioned method mainly obtains the undesired C-24 hydroxyl epimer alcohol (compound III, usually containing about 60%), which greatly reduces the yield of calcipotriol (compound II), and C-24 Hydroxy epimer alcohol (compound III) is a waste intermediate and currently has no utilization value

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 preparing vitamin D2 derivative
  • Method for preparing vitamin D2 derivative
  • Method for preparing vitamin D2 derivative

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Add 5.0 g (0.0078 mol) of compound (III) and 100 ml of toluene, stir to dissolve, add 4.4 g (0.0117 mol) of PDC, heat to reflux at 110 ° C, keep warm for 6 h, TLC test confirms that the reaction is complete, and the developer is petroleum ether: Ethyl acetate = 9:1, cool down to room temperature to stop the reaction, add an appropriate amount of column chromatography silica gel to the floxacin funnel, filter the reaction solution, evaporate to dryness to obtain an oil, and separate by column chromatography to obtain 4.3 g of compound (I), with a yield of 86.3 %.

Embodiment 2

[0023] Put in 5.0g (0.0078mol) of compound (III) and 100ml of N,N'-dimethylformamide, stir to dissolve, add 4.4g (0.0117mol) of PDC, heat to reflux at 120°C, keep the reaction for 4h, and cool down to room temperature Stop the reaction, add an appropriate amount of silica gel for column chromatography into the floxacin funnel, filter the reaction solution, and evaporate to dryness to obtain an oily substance, which is separated by column chromatography to obtain 4.1 g of compound (I), with a yield of 82.3%.

Embodiment 3

[0025] Put in 5.0g (0.0078mol) of compound (III) and 100ml of chloroform, stir to dissolve, add 20g of manganese dioxide, heat to 70°C for reflux reaction for 24h, cool down to stop the reaction, add an appropriate amount of column chromatography silica gel to the Shaxing funnel, and the reaction solution After filtering and evaporating to dryness to obtain an oil, 4.0 g of compound (I) was obtained by column chromatography with a yield of 80.3%.

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 discloses a method for preparing a vitamin D2 derivative. In the conventional method for preparing Calcipotriol, C-24 hydroxy epimeric alcohol (a compound III) is mainly obtained, the yield of the Calcipotriol is greatly reduced, and the C-24 hydroxy epimeric alcohol is a waste intermediate and does not have any utilization value so far. In the method of the invention, the waste intermediate compound III generated in the conventional process of preparing the Calcipotriol is taken as a starting material, and the method comprises the following steps of: in an organic solvent and in the presence of an oxidizer capable of oxidizing hydroxyl into carbonyl, performing heat preservation reaction at the temperature of between 20 and 120 DEG C, after complete reaction, cooling to room temperature, and treating to obtain a compound I; and performing reduction reaction on the compound I to obtain a compound II, namely the Calcipotriol. In the method, the waste intermediate compound III is recycled, the cost of raw materials is low, the utilization rate of the materials is improved, and the pollution is reduced; and by combining the conventional preparation process, the method can obviously improve the yield of the Calcipotriol in the conventional preparation process.

Description

technical field [0001] The invention relates to the field of medicinal chemistry, in particular to a preparation method of vitamin D2 derivatives. Background technique [0002] Calcipotriol (catclpotr[o1) is an analog of vitamin D3 active metabolite calcitriol (calcitr[o1), whose synthesis was first reported by Ca[verley (1988), developed and produced by Leo Denmark in 1991 Available in the UK, Denmark and Ireland in March. Calcipotriol synonym calcipotriene, Mc903.dovonex, da Evonex, chemical name (1α, 3β, 5z, 7e, 22e, 24s)-24-cyclopropyl-9,10-blocked cholesterol-5,7, 10(19), 22-tetraene-1, 3, 24-triol, vitamin D3 is continuously hydroxylated in the liver and kidney to become an important active metabolite 1,25(OH)2-D, calciferol alcohol. Studies have shown that in addition to having a strong effect on calcium absorption, calcitriol can also regulate the proliferation and differentiation of certain cells, including epidermal keratinocytes. As a new anti-psoriasis drug, ...

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
Patent Type & Authority Applications(China)
IPC IPC(8): C07F7/18C07C401/00
Inventor 金志平龚明明
Owner ZHEJIANG JINGXIN PHARMA
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com