5-formacylpyrimidine carbocyclic nucleoside and preparation method thereof

A technology for formylpyrimidine carbocyclic nucleoside and formylpyrimidine carbocyclic nucleoside compound is applied in the field of 5-formylpyrimidine carbocyclic nucleoside and preparation, and achieves the effects of mild reaction conditions, simple operation process and rich reaction performance

Inactive Publication Date: 2012-07-25
HENAN NORMAL UNIV
View PDF9 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, there is no report about this type of compound and its preparation method

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
  • 5-formacylpyrimidine carbocyclic nucleoside and preparation method thereof
  • 5-formacylpyrimidine carbocyclic nucleoside and preparation method thereof
  • 5-formacylpyrimidine carbocyclic nucleoside and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

example

[0036] Example. Synthesis of 5-formyl-2'-deoxyuridine carbocyclic nucleoside (target product a)

[0037] (1) Add 5-methyl-2'-deoxyuridine carbocyclic nucleoside (2.40 g, 10 mmol) and DMAP (0.05 g) into a reaction flask filled with acetic anhydride (15 mL), and stir at room temperature for reaction. After the reaction is complete (monitored by TLC), add absolute ethanol, concentrate, then add a small amount of water, filter with suction, and wash with water to obtain a solid product (3.10 g), namely acetyl-protected 5-methyl-2'-deoxyuria Pyrimidine carbocyclic nucleosides. The yield was 95%.

[0038] (2) Add acetyl-protected 5-methyl-2'-deoxyuridine carbocyclic nucleoside (3.10g, 9.5mmol), potassium persulfate (5.10g) and copper sulfate (0.60g) into acetonitrile (30mL ) and water (30mL), 2,6-lutidine (3.4mL) was added, and the reaction was stirred at 65°C. After the reaction was complete (TLC monitoring), separation by column chromatography gave a white solid product (1.40 g...

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 5-formacylpyrimidine carbocyclic nucleoside and a preparation method thereof. The compound disclosed by the invention is an important intermediate for synthesizing a novel 5-substituted pyrimidine carbocyclic nucleoside medicine in a more complex structure. A 5-methylpyrimidine carbocyclic nucleoside compound, which is used as a raw material, is subjected to hydroxy protection, methyl oxidation, hydroxy protecting group removal and the like to obtain the 5-formacylpyrimidine carbocyclic nucleoside derivative. The invention has the advantages of simple and safe operational process and mild reaction conditions, and is convenient for industrial production.

Description

technical field [0001] The invention relates to a novel non-natural pyrimidine carbocyclic nucleoside derivative, mainly 5-formyl pyrimidine carbocyclic nucleoside and its preparation method. Background technique [0002] Nucleoside compounds play an important role in the research of antiviral drugs, and the structural modification of natural nucleosides is an important means to find new and more effective antiviral drugs. Most of the antiviral drugs currently on the market and in the clinical trial stage are nucleoside derivatives, and nucleoside derivatives have therefore become recognized as compounds with the most antiviral potential. [0003] Carbocyclic nucleosides have attracted a great deal of interest over the past few decades. From a structural point of view, carbocyclic nucleosides replace the D-ribose part of the natural nucleoside with a five-membered carbon ring, which makes the nucleoside structurally changed from the original unstable hemiaminal glycoside li...

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): C07D239/54
CPCY02P20/55
Inventor 范学森张新迎冯东王国利曲莹莹王洋洋郭胜海何艳贾雪菲
Owner HENAN NORMAL UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap