2-Methacryloxyethyl D-glucopyranoside

Base Information

• Chemical Name: 2-Methacryloxyethyl D-glucopyranoside
• CAS No.: 132153-84-5
• Molecular Formula: C12H20O8
• Molecular Weight: 0
• DSSTox Substance ID: DTXSID30927559
• Nikkaji Number: J893.192E
• Mol file: 132153-84-5.mol

Synonyms:poly(GEMA);poly(glucosylethyl methacrylate);poly(glucosylethyl methacrylate), beta-D-gluco;poly(glucosyloxyethyl methacrylate)

Chemical Property of 2-Methacryloxyethyl D-glucopyranoside

Chemical Property:

• Vapor Pressure: 1.14E-11mmHg at 25°C
• Boiling Point: 490.3°Cat760mmHg
• Flash Point: 184.2°C
• Density: 1.37g/cm³
• XLogP3: -1.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 7
• Exact Mass: 292.11581759
• Heavy Atom Count: 20
• Complexity: 344

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=C)C(=O)OCCOC1C(C(C(C(O1)CO)O)O)O
• Isomeric SMILES: CC(=C)C(=O)OCCOC1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O

Technology Process of 2-Methacryloxyethyl D-glucopyranoside

There total 27 articles about 2-Methacryloxyethyl D-glucopyranoside 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: 88.0%

2-methyl-2-propenoic acid 2-hydroxyethyl ester (868-77-9,141668-69-1,25736-86-1,82601-55-6,25249-16-5) + 4-nitrophenyl-β-D-galactopyranoside (3150-24-1) → 2-(β-D-galactosyloxy)ethyl methacrylate (21698-14-6,132153-84-5)

Guidance literature:

With hyperthermophilic β-glycosidase from Pyrococcus woesei; In aq. phosphate buffer; at 85 ℃; pH=5.5; Enzymatic reaction;

DOI:10.1021/acs.biomac.9b01647

Reference yield: 82.0%

2-O-((2',3',4',6'-tetra-O-acetyl)-α-D-mannosyl)hydroxyethyl methacrylate → 2-O-(α-D-mannosyl)hydroxyethyl methacrylate (132153-84-5)

Guidance literature:

With sodium; In methanol; at 25 ℃; for 0.25h;

Reference yield: 80.0%

2-(2',3',4',6'-tetra-O-acetyl-β-D-glucosyloxy)ethyl methacrylate (15890-45-6) → 2-(β-glucosyloxy)ethyl methacrylate (47087-43-4,132153-84-5)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 0.666667h;

upstream raw materials:

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

(2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol

methyl-alpha-D-glucopyranoside

methyl α-D-galactopyranoside

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