beta-D-Glucopyranoside, 2,4-dinitrophenyl, 2,3,4,6-tetraacetate

Base Information

• Chemical Name: beta-D-Glucopyranoside, 2,4-dinitrophenyl, 2,3,4,6-tetraacetate
• CAS No.: 17042-32-9
• Molecular Formula: C20H22 N2 O14
• Molecular Weight: 514.4
• Mol file: 17042-32-9.mol

Synonyms:beta-D-Glucopyranoside, 2,4-dinitrophenyl, 2,3,4,6-tetraacetate

Chemical Property of beta-D-Glucopyranoside, 2,4-dinitrophenyl, 2,3,4,6-tetraacetate

Chemical Property:

• Vapor Pressure: 8.04E-15mmHg at 25°C
• Boiling Point: 610°C at 760 mmHg
• Flash Point: 228.2°C
• Density: 1.47g/cm³
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 11
• Exact Mass: 514.10710338
• Heavy Atom Count: 36
• Complexity: 868

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC1C(C(C(C(O1)OC2=C(C=C(C=C2)[N+](=O)[O-])[N+](=O)[O-])OC(=O)C)OC(=O)C)OC(=O)C
• Isomeric SMILES: CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=C(C=C(C=C2)[N+](=O)[O-])[N+](=O)[O-])OC(=O)C)OC(=O)C)OC(=O)C

Technology Process of beta-D-Glucopyranoside, 2,4-dinitrophenyl, 2,3,4,6-tetraacetate

There total 12 articles about beta-D-Glucopyranoside, 2,4-dinitrophenyl, 2,3,4,6-tetraacetate 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: 80.0%

2,3,4,5-tetra-O-acetyl-D-glucopyranose (3947-62-4,6207-76-7,19235-21-3,22554-70-7,22860-22-6,47339-09-3,57884-82-9,62057-79-8,70191-05-8,109525-54-4,140147-37-1,10343-06-3) + 2,4-Dinitrofluorobenzene (70-34-8,65727-75-5) → 1-O-(2,4-dinitrophenyl)-2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (17042-32-9)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In N,N-dimethyl-formamide; at 20 ℃; for 1.5h;

Reference yield: 72.0%

2,4-Dinitrofluorobenzene (70-34-8,65727-75-5) + 2,3,4,6-tetra-O-acetyl-α,β-D-glucopyranose (3947-62-4,6207-76-7,10343-06-3,19235-21-3,22554-70-7,22860-22-6,47339-09-3,57884-82-9,62057-79-8,70191-05-8,109525-54-4,140147-37-1) → 1-O-(2,4-dinitrophenyl)-2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (17042-32-9)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In N,N-dimethyl-formamide; for 2h; Ambient temperature;

DOI:10.1016/0008-6215(88)80055-7

Reference yield: 69.0%

2,4-Dinitrophenol (51-28-5) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → 1-O-(2,4-dinitrophenyl)-2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (17042-32-9)

Guidance literature:

With silver imidazolate; 3 A molecular sieve; zinc(II) chloride; In dichloromethane; at 40 ℃; for 48h;

upstream raw materials:

2,4-Dinitrophenol

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

2,3,4,5-tetra-O-acetyl-D-glucopyranose

2,4-Dinitrofluorobenzene

Downstream raw materials:

1-O-(2,4-dinitrophenyl)-2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside

2,4-dinitrophenyl β-D-glucopyranoside