2-Methacryloyloxyethyl phosphorylcholine

Base Information

• Chemical Name: 2-Methacryloyloxyethyl phosphorylcholine
• CAS No.: 67881-98-5
• Molecular Formula: C11H22NO6P
• Molecular Weight: 295.273
• Hs Code.: 29239000
• European Community (EC) Number: 417-560-0
• UNII: 59RU860S8D
• DSSTox Substance ID: DTXSID20936115
• Wikidata: Q27261717
• RXCUI: 2584546
• Mol file: 67881-98-5.mol

Synonyms:2-methacryloyloxyethyl phosphorylcholine;2-MOEP

Chemical Property of 2-Methacryloyloxyethyl phosphorylcholine

Chemical Property:

• Vapor Pressure: 0-0Pa at 25℃
• Melting Point: 143-148°C
• PSA: 94.70000
• Density: 1.22-1.41 at 21.5-22.4℃
• LogP: 1.38370
• Storage Temp.: 2-8°C
• Water Solubility.: 83-86vol% at 20℃ and pH5.9-6.8[vol%]
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 10
• Exact Mass: 295.11847442
• Heavy Atom Count: 19
• Complexity: 354

Purity/Quality:

97%, ^*data from raw suppliers

2-MethacryloyloxyethylPhosphatidylcholine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C)C(=O)OCCOP(=O)([O-])OCC[N+](C)(C)C
• Uses: MPC block copolymers with styrene are biocompatible in nature.

Technology Process of 2-Methacryloyloxyethyl phosphorylcholine

There total 9 articles about 2-Methacryloyloxyethyl phosphorylcholine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

C11H23Br2NO6P(1+)*Cl(1-) → 2-methacryloyloxyethyl phosphorylcholine (67881-98-5,67881-99-6)

Guidance literature:

With zinc; In ethanol; at 0 ℃;

Reference yield: 37.0%

Ethylene 2-(methacryloyloxy)ethyl phosphate (82793-19-9) + trimethylamine (75-50-3) → 2-methacryloyloxyethyl phosphorylcholine (67881-98-5,67881-99-6)

Guidance literature:

In acetonitrile; at 50 ℃; for 48h;

DOI:10.1039/a910270l

Reference yield:

2-methyl-2-propenoic acid 2-hydroxyethyl ester (868-77-9,141668-69-1,25736-86-1,82601-55-6,25249-16-5) → 2-methacryloyloxyethyl phosphorylcholine (67881-98-5,67881-99-6)

Guidance literature:

Multi-step reaction with 4 steps

1: N,N-diisopropylamine tetrazolide / dichloromethane / 0.33 h

2: 4,5-dichloroimidazole / acetonitrile / 16 h / 20 °C

3: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.17 h / 20 °C

4: acetonitrile / 24 h / 75 °C

With N,N-diisopropylamine tetrazolide; 4,5-dichloroimidazole; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetonitrile; 1: Substitution / 2: Substitution / 3: Oxidation / 4: Amination;

DOI:10.1039/a910270l

upstream raw materials:

Ethylene 2-(methacryloyloxy)ethyl phosphate

trimethylamine

2-Bromoethyl 2-cyanoethyl-2-(methacryloyloxy)ethyl phosphate

2-methyl-2-propenoic acid 2-hydroxyethyl ester

Refernces

• 1、 -. "Application of nanoparticle containing orlistat in preparing anti-hepatitis B virus medicine". Paragraph 0084; 0085; 0088. . Retrieved 2018/10/11.
• 2、 -. "Composition containing orlistat and GLP-1 receptor agonist, and use thereof". Paragraph 0121; 0122; 0125. . Retrieved 2019/01/08.