[3,4,5-Triacetyloxy-6-(4-nitroanilino)oxan-2-yl]methyl acetate

Base Information

• Chemical Name: [3,4,5-Triacetyloxy-6-(4-nitroanilino)oxan-2-yl]methyl acetate
• CAS No.: 26302-39-6
• Molecular Formula: C20H24 N2 O11
• Molecular Weight: 468.417
• NSC Number: 111569
• DSSTox Substance ID: DTXSID60949163
• Mol file: 26302-39-6.mol

Synonyms:2,3,4,6-Tetra-O-acetyl-N-(4-nitrophenyl)hexopyranosylamine;26302-39-6;[3,4,5-triacetyloxy-6-(4-nitroanilino)oxan-2-yl]methyl acetate;NSC111569;DTXSID60949163;NSC-111569;.beta.-D-Glucopyranosylamine, 2,3,4,6-tetraacetate;Glucopyranosylamine, 2,3,4,6-tetraacetate, .beta.-D-

Chemical Property of [3,4,5-Triacetyloxy-6-(4-nitroanilino)oxan-2-yl]methyl acetate

Chemical Property:

• Vapor Pressure: 3.33E-13mmHg at 25°C
• Boiling Point: 574.5°Cat760mmHg
• Flash Point: 301.3°C
• PSA: 172.28000
• Density: 1.37g/cm³
• LogP: 1.68600
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 11
• Exact Mass: 468.13800959
• Heavy Atom Count: 33
• Complexity: 745

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)NC2=CC=C(C=C2)[N+](=O)[O-])OC(=O)C)OC(=O)C)OC(=O)C

Technology Process of [3,4,5-Triacetyloxy-6-(4-nitroanilino)oxan-2-yl]methyl acetate

There total 3 articles about [3,4,5-Triacetyloxy-6-(4-nitroanilino)oxan-2-yl]methyl acetate 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: 85.0%

N-p-nitrophenyl-β-D-glucopyranosylamine (4192-56-7) + acetic anhydride (108-24-7) → N-p-nitrophenyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranosylamine (26302-39-6)

Guidance literature:

In pyridine; at 0 ℃;

DOI:10.1016/j.carres.2006.06.021

Reference yield:

4-nitro-aniline (100-01-6,104810-17-5) → N-p-nitrophenyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranosylamine (26302-39-6)

Guidance literature:

With diethyl ether; silver carbonate;

Reference yield:

tetra-O-acetyl-N-(4-nitro-phenyl)-α-D-glucopyranosylamine (106756-77-8) → N-p-nitrophenyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranosylamine (26302-39-6)

Guidance literature:

In nitromethane-d3; at -43.16 ℃; Further Variations:; Reagents; Solvents; Equilibrium constant; Thermodynamic data;

DOI:10.1021/jo991520j

upstream raw materials:

tetra-O-acetyl-N-(4-nitro-phenyl)-α-D-glucopyranosylamine

4-nitro-aniline

N-p-nitrophenyl-β-D-glucopyranosylamine

acetic anhydride

Downstream raw materials:

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

2,3,4,6-Tetra-O-acetyl-1<(acetyl)(4-nitrophenyl)amino>-1-desoxy-β-D-glucopyranose