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

Purification method of N-isobutyryl guanosine

A technology of isobutyryl guanosine and isobutyryl guanosine is applied in the field of purification of N-isobutyryl guanosine, can solve the problems of low product purity, large content of by-products, difficult purification and the like, and achieves high purity, Simple protection and deprotection process and avoidance of by-products

Inactive Publication Date: 2022-01-21
马鞍山致研生物医药科技有限公司
View PDF0 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the content of by-products in the products produced by the existing synthesis process is relatively large, the purification is extremely difficult, and the purity of the final product is not high, which is difficult to meet the needs of the pharmaceutical field.

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
  • Purification method of N-isobutyryl guanosine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049] The purification process of Embodiment 1 of the present invention includes the following steps:

[0050] Step S1, under argon protection, mixed the guanine nucleoside and (BOC) 2O in a molar ratio of 1: 4.2, add water to completely dissolve, react, TLC monitors the guanine nucleoside, stopped the reaction, and then reacts The fluid concentrates to obtain a guanine nucleoside with a BOC protecting group.

[0051]Step S2, mixing step S1 with a BOC protecting group of guanine nucleoside, isobutyl bromide, and dichloromethane, and add sodium hydroxide to react, TLC monitors the guanine nucleoside with BOC protecting group. After the disappearance, the reaction was stopped, and the reaction solution was concentrated under reduced pressure, and purified by the silica gel chromatography column to obtain an N-isobutylglikamide reaction liquid with a BOC protective group.

[0052] Step S3, 20% silica gel in which 20% silica gel, 70 ~ 80 ° C, obtained to step S2, 70 to 80 ° C, to rem...

Embodiment 2

[0056] The purification process of Embodiment 2 of the present invention includes the following steps:

[0057] Step S1, under argon protection, mixed the guanine nucleoside and (boc) 2O at 1: 4.8 molar ratio, add water to completely dissolve, react, TLC monitor the guanine nucleoside completely disappeared, and then reacts The liquid is concentrated and purified, and then purified by silica gel chromatography to give a guanine nucleoside with a BOC protecting group.

[0058] Step S2, mixing step S1 with a BOC protecting group of guanine nucleoside, isobutyl bromide, and dichloromethane, and add sodium hydroxide to react, TLC monitors the guanine nucleoside with BOC protecting group. After the disappearance, the reaction was stopped, and the reaction solution was concentrated under reduced pressure, and purified by the silica gel chromatography column to obtain an N-isobutylglikamide reaction liquid with a BOC protective group.

[0059] Step S3, 18% silica gel in which 18% silica ...

Embodiment 3

[0063] The purification process of Embodiment 3 of the present invention includes the steps of:

[0064] Step S1, under argon protection, mix the guanine nucleoside and (Boc) 2O at 1: 4.4 molar ratio, add water to completely dissolve, react, TLC monitors the guanine nucleoside, stop the reaction, then the reaction The liquid is concentrated and purified, and then purified by silica gel chromatography to give a guanine nucleoside with a BOC protecting group.

[0065] Step S2, mixing step S1 with a BOC protecting group of guanine nucleoside, isobutyl bromide, and dichloromethane, and add sodium hydroxide to react, TLC monitors the guanine nucleoside with BOC protecting group. After the disappearance, the reaction was stopped, and the reaction solution was concentrated under reduced pressure, and purified by the silica gel chromatography column to obtain an N-isobutylglikamide reaction liquid with a BOC protective group.

[0066] Step S3, a 15% silica gel, 70 ~ 80 ° C, obtained by he...

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 purification method of N-isobutyryl guanosine. The purification method comprises the following steps: S1, mixing guanosine, (Boc) 2O and water for reaction to obtain guanosine with a Boc protecting group; S2, enabling the guanosine with the Boc protecting group obtained in step S1 to react with an isobutyryl halide compound under an alkaline condition, so as to obtain an N-isobutyryl guanosine reaction solution with the Boc protecting group; S3, adding silica gel into the N-isobutyryl guanosine reaction solution with the Boc protecting group prepared in step S2, heating and reacting, and removing the Boc protecting group; and S4, concentrating and drying the N-isobutyryl guanosine reaction solution obtained in step S3 under reduced pressure, and separating and purifying through a silica gel chromatographic column to obtain a pure product of N-isobutyryl guanosine. By adopting a better process and purification method, the preparation of the N-isobutyryl guanosine with high purity can be effectively ensured.

Description

Technical field [0001] The present invention relates to the field of organic compounds, and more particularly to the purification method of N-isobutyl boul. Background technique [0002] Nucleoside is the basic structural unit of DNA and RNA, and the nucleoside is used to perform structural modification to discover new anti-cancer and antiviral drugs are one of the hotspots of new drugs. To date, according to the statistics of the US Food and Drug Administration (FDA), 15% of the anti-tumor drugs listed are nucleosides and their analogs, and 55% of antiviral drugs are nucleosides and their analogs. [0003] The guanine nucleoside is also known as the nucleoside, which is composed of guanine and ribose (furanuclear sugar) ring, and the two are connected by β-N9-sugar bonds. The guanine nucleoside is an important intermediate of food and pharmaceutical products, which is very extensive, and is an important intermediate for food and pharmaceutical products. In the field of pharmaceu...

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): C07H19/19C07H1/00C07H1/06
CPCC07H19/19C07H1/00C07H1/06Y02P20/55
Inventor 张业林
Owner 马鞍山致研生物医药科技有限公司
Features
  • Generate Ideas
  • 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