Synthesis method of antineoplastic medicine capecitabine

An anti-tumor drug, the technology of capecitabine, applied in the field of medicinal chemistry, can solve the problems of expensive starting materials and increased production costs, and achieve the effects of easy industrial production and popularization and application, short operation time and large quantity

Inactive Publication Date: 2010-09-29
ZHENGZHOU UNIV
View PDF3 Cites 10 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0011] The starting raw material price that above-mentioned four kinds of

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
  • Synthesis method of antineoplastic medicine capecitabine
  • Synthesis method of antineoplastic medicine capecitabine
  • Synthesis method of antineoplastic medicine capecitabine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] 1. Preparation of Compound 2

[0028] Add xylose (100g, 0.67mol) into 1L of acetone, add concentrated sulfuric acid (30ml, 0.55mol) dropwise, stir at room temperature for 8 hours, adjust the pH to 3 with saturated sodium bicarbonate solution, stir for 2 hours, Adjust the pH to neutral, filter and concentrate to obtain compound 2 (116.5 g), with a yield of 92.0%.

[0029] 2. Preparation of Compound 3

[0030] Compound 2 (30g, 0.16mol) was dissolved in 200ml of pyridine, p-toluenesulfonyl chloride (31.9g, 0.17mol) was added in portions within 2 hours, then stirred for 1 hour, 150ml of saturated sodium bicarbonate solution and 300ml of dichloromethane, stirred for 30 minutes, separated the organic phase, washed the organic phase with saturated sodium bicarbonate solution and saturated brine, dried over anhydrous magnesium sulfate, filtered and concentrated to obtain a light yellow solid, which was crystallized by adding ether to obtain compound 4. White crystals (39.1 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 synthesis method of antineoplastic medicine capecitabine, belonging to the technical field of pharmaceutical chemistry. The method takes xylose as raw material, and the capecitabine can be obtained through eight-step chemical reaction. The synthetic route uses the raw material which can be easily obtained and is low in price, has short reaction time, simple operation and high yield, and is easy for industrial production.

Description

technical field [0001] The invention belongs to the technical field of medicinal chemistry, and relates to a preparation method of an antitumor drug capecitabine. More precisely it relates to a process for the preparation of 5'-deoxy-5-fluoro-N-[(pentyloxy)carbonyl]cytidine. Background technique [0002] Capecitabine, a prodrug of 5-F uracil, is a new targeted drug for the treatment of breast cancer and colorectal cancer. After oral administration, capecitabine is absorbed as the original drug in the gastrointestinal tract, and then undergoes a variety of enzymatic reactions in the liver and tumor cells, and is finally converted into 5-F by the action of thymidine phosphorylase in tumor cells. uracil nucleotides. Because there is no release of 5-F uracil in the gastrointestinal tract, the typical 5-F fluorouracil-induced gastrointestinal toxicity is reduced. At the same time, due to the presence of more thymidine phosphorylase in tumor tissue cells, capecitabine has selec...

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): C07H19/06C07H1/00
Inventor 刘宏民赵明礼任彦甫张召钱伟邢培智
Owner ZHENGZHOU 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