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

A kind of synthetic method of n-(2-fmoc-aminoethyl) glycine methyl ester hydrochloride

A technology of glycine methyl ester and synthesis method, which is applied in the field of chemical synthesis of intermediates, can solve problems such as difficult operation, high cost, and low yield, and achieve the effects of reducing usage, simple operation, and cost reduction

Active Publication Date: 2016-08-17
SUZHOU VIVOTIDE BIOTECH
View PDF5 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Technical problem to be solved: the object of the present invention is to overcome the above problems existing in the prior art, provide a new method to synthesize N-(2-Fmoc-aminoethyl) glycine methyl ester hydrochloride, and solve the operation that the original similar synthetic method exists Difficult, low yield, high cost technical problems

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 n-(2-fmoc-aminoethyl) glycine methyl ester hydrochloride
  • A kind of synthetic method of n-(2-fmoc-aminoethyl) glycine methyl ester hydrochloride
  • A kind of synthetic method of n-(2-fmoc-aminoethyl) glycine methyl ester hydrochloride

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0014] 1 Synthesis of Wt13003Fa:

[0015]

[0016] At room temperature, chloroacetic acid (800g, 8.47 mol) was added to ethylenediamine (5.5 L ) in batches within three hours, and the stirring was completed overnight, and the excess ethylenediamine was distilled off with an oil pump under reduced pressure to obtain a light yellow The viscous oil was added with DMSO overnight, a white solid precipitated out, filtered, washed twice, and dried to obtain 700 g of crude product (yield: 54.5%, purity 60% as determined by TLC), which was directly used in the next step.

[0017] 2 Synthesis of Wt13003Fb2:

[0018]

[0019] Suspend WT13003Fa (75g, 0.64 mol) in methanol (1.5L), cool to 0°C, add thionyl chloride (230mL, 3.2mol) dropwise, heat and reflux for 4 hours, remove the solvent under reduced pressure with a water pump, and obtain a white product (84g, yield 100%), directly used in the next step.

[0020] 3 Synthesis of Wt13003Fc:

[0021]

[0022] Suspend WT13003Fb2 (7...

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 N-(2-Fmoc-aminoethyl) glycine methyl ester hydrochloride, comprising the following steps: reacting ethylenediamine with haloacetic acid, and recrystallizing with DMSO to obtain N-(2- Aminoethyl)glycine (WT13003Fa); N-(2-aminoethyl)glycine is used as raw material, and methanol is reacted with the participation of thionyl chloride to prepare N-(2-aminoethyl)glycine methyl ester (WT13003Fb2); Then react N-(2-aminoethyl) glycine methyl ester with Fmoc-osu to prepare N-(2-Fmoc-aminoethyl) glycine methyl ester hydrochloride (WT13003Fc). The purity of N-(2-Fmoc-aminoethyl) glycine methyl ester hydrochloride prepared by the synthetic method of the present invention reaches 97%, and the yield is 47%.

Description

technical field [0001] The invention belongs to the field of chemical synthesis of intermediates, and relates to a chemical synthesis method of intermediates, in particular to a synthesis method of N-(2-Fmoc-aminoethyl) glycine methyl ester hydrochloride. Background technique [0002] N-2-(aminoethyl)-glycine is the alignment unit of the PNA (peptide nucleic acid) backbone. The current mainstream synthesis steps of N-2-(aminoethyl)-glycine are as follows: a. at room temperature, add chloroacetic acid to ethylenediamine, complete stirring overnight, and remove excess ethylenediamine by distillation under reduced pressure to obtain light The yellow viscous oil was dissolved by adding DMSO, and a white solid precipitated overnight, filtered, washed twice with DMSO, and dried to obtain the crude product N-(2-aminoethyl)glycine, which was directly used in the next step. b. Suspend N-(2-aminoethyl)glycine in dichloromethane DMF, add trimethylchlorosilane, stir at room temperature...

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): C07C269/04C07C271/20
CPCY02P20/55
Inventor 卢俊灵
Owner SUZHOU VIVOTIDE BIOTECH
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