Method for synthesizing (R)-2-(t-butyloxycarboryl)-4-(2-pyridyl) butyric acid

The technology of a tert-butoxycarbonylamino group and a synthesis method, which is applied to the synthesis field of -2--4-butyric acid, can solve the problems of expensive raw materials and harsh reaction conditions, and achieve the effects of cheap raw materials and unique synthesis routes.

Inactive Publication Date: 2018-01-12
KANGHUA SHANGHAI DRUG RES DEV CO LTD
View PDF2 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

This patented technology has its benefits that make it more cost-effective than current methods for producing certain chemicals. It also makes replacing existing processes easier because there're already some cheaper starting material available at home or abroad.

Problems solved by technology

The technical problem addressed in this patented formula relates to finding ways to make certain specific types of molecules that are useful without being chemically modified or made from other materials like tertiary butanamines.

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

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0012] step 1:

[0013] Add 2-(2-hydroxyethyl)pyridine (10.0 g, 81.3 mmol) and dichloromethane (100 mL) into a 250 ml three-necked flask; slowly add phosphorus tribromide (11 g, 40.7 mmol) at 0°C . After stirring at room temperature for 2 hours, the reaction solution was added to 100 ml of ice water, and the pH was adjusted to 6 with sodium bicarbonate. The organic phase was separated, washed with water (80 mL) and saturated brine (80 ml), and dried over anhydrous sodium sulfate. The filtrate was spin-dried, and the crude product was separated by silica gel column chromatography (petroleum ether: ethyl acetate volume ratio = 5:1) to obtain a colorless liquid, the target compound 1 (10.4 g, 55.9 mmol, 69%). 1 H NMR (400 MHz, CDCl 3 ):8.56 (d, J = 4.4 Hz, 1H), 7.66-7.61 (m, 1H), 7.21-7.16 (m, 2H), 3.78 (t, J =7.2 Hz, 2H), 3.34 (t, J = 7.2 Hz, 2H). LC-MS (ESI): m / z 185.7 [M+H] + ;

[0014] Step 2:

[0015] Add diethyl acetamidomalonate (2.0 g, 9.2 mmol) and ethanol (25 mL)...

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 relates to a method for synthesizing (R)-2-(t-butyloxycarboryl)-4-(2-pyridyl) butyric acid and aims to solve technical problems that a conventional synthesis method is expensive in raw material, harsh in reaction condition and the like. The method has the synthesis route as shown in the specification. As non-natural protected amino acid which is high in price, (R)-2-(t-butyloxycarboryl)-4-(2-pyridyl) butyric acid is not only applied to the field of polypeptide biological pharmacy, but also is an important intermediate for synthesizing a novel thromboplastin FXa blocker and 2-aminomethyl-5-chlorobenzylamine derivative.

Description

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

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
Owner KANGHUA SHANGHAI DRUG RES DEV CO LTD
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