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

A kind of synthetic method of methylcyclopropene probe

A technique for the synthesis of methylcyclopropene, which is applied in chemical instruments and methods, luminescent materials, organic chemistry, etc., can solve the problems of high price, and achieve the effects of low cost, good application prospects, and easy availability of reaction raw materials

Inactive Publication Date: 2018-08-24
SHAANXI NORMAL UNIV
View PDF1 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The technical problem to be solved by the present invention is to overcome the expensive problem of the existing cyclopropene synthesis method, and provide a method for the easy-to-get reaction raw materials, low cost and high yield of synthetic methylcyclopropene probes

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
  • A kind of synthetic method of methylcyclopropene probe
  • A kind of synthetic method of methylcyclopropene probe
  • A kind of synthetic method of methylcyclopropene probe

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] 1. Add 9.8g (76mmol) trimethylsilylpropynyl alcohol and 10.9mL (38mmol) lithium aluminum hydride into 200mL tetrahydrofuran, stir at 0°C for 16 hours, add 5mL saturated ammonium chloride aqueous solution to quench the reaction, and then extract with ether for 3 Once, the organic phase was washed with a saturated NaCl aqueous solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to obtain trimethylsilylpropenol; 12g (92mmol) trimethylsilylpropenol, 30g (110mmol) triphenylchloromethane, 1.1 g (9.2mmol) of 4-dimethylaminopyridine and 14.8mL (18.4mmol) of pyridine were added to 200mL of dichloromethane, stirred at room temperature for 12 hours, and then 50mL of 1mol / L hydrochloric acid was added, followed by washing with saturated NaCl aqueous solution, dichloromethane After extraction, drying over anhydrous sodium sulfate, and concentration under reduced pressure, compound 2 was obtained with a yield of 75%.

[0021] 2. Dissolve 4.3g (11.5m...

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 a methylcyclopropene probe, and belongs to the technical field of small organic molecule fluorescent probes. The method includes the steps that 3-(trimethylsilyl)-2-propyn-1-ol serves as the raw material and is subjected to a reduction and hydroxyl protection reaction, a cyclopropane intermediate is constructed through a gem-dibromocarbene cycloaddition reaction, and then the target molecular methylcyclopropene probe can be obtained through methylation, deprotection and trimethylsilyl removal. According to the synthesis method, the mode of synthesizing the methylcyclopropene probe by constructing the cyclopropane intermediate through the gem-dibromocarbene cycloaddition reaction is adopted for the first time, reaction raw materials are easy to obtain, cost is low, the product yield is high, and the method has good application prospects.

Description

technical field [0001] The invention belongs to the technical field of synthesis of small organic molecule probes, and in particular relates to a synthesis method of a methylcyclopropene probe. Background technique [0002] Cells are the basic units that make up living organisms. The main life activities of cells are regulated by nucleic acids (DNA, RNA), so observing the changes of nucleic acids in cells can analyze the status of cell proliferation, differentiation, aging and apoptosis, and further study the metabolism of the whole organism. Bioorthogonal reaction probes are a new research tool developed in recent years, and have been successfully applied to label cellular proteins, polynucleotides, lipids and glycans in living cells and animals. [0003] Compared with the reaction of azide / alkyne, the bioorthogonal reaction of methylcyclopropene and S-tetrazine has the advantage of fast reaction rate, and its second-order reaction kinetic constant k 2 13M -1 the s -1 ,...

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 Patents(China)
IPC IPC(8): C07D233/56C09K11/06
CPCC07D233/56C09K11/06C09K2211/1007C09K2211/1044
Inventor 杨俊陈蕾杜作灵黄治炎
Owner SHAANXI NORMAL UNIV
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