3-cyano-6-phenyl-1-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)-4-(2'-tolyl)-2-pyridone

Base Information

• Chemical Name: 3-cyano-6-phenyl-1-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)-4-(2'-tolyl)-2-pyridone
• CAS No.: 1279096-39-7
• Molecular Formula: C₃₃H₃₂N₂O₁₀
• Molecular Weight: 616.624
• Mol file: 1279096-39-7.mol

Synonyms:3-cyano-6-phenyl-1-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)-4-(2'-tolyl)-2-pyridone

Chemical Property of 3-cyano-6-phenyl-1-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)-4-(2'-tolyl)-2-pyridone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-cyano-6-phenyl-1-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)-4-(2'-tolyl)-2-pyridone

There total 5 articles about 3-cyano-6-phenyl-1-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)-4-(2'-tolyl)-2-pyridone 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: 69.0%

3-cyano-6-phenyl-4-(2'-p-tolyl)-2(1H)-pyridone (905478-45-7) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → 3-cyano-6-phenyl-1-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)-4-(2'-tolyl)-2-pyridone (1279096-39-7)

Guidance literature:

With potassium hydroxide; In water; acetone; at 20 ℃;

DOI:10.1080/15257770.2010.551646

Reference yield:

C22H22N2OSi + α-D-glucopyranose peracetylate (604-68-2) → 3-cyano-6-phenyl-1-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)-4-(2'-tolyl)-2-pyridone (1279096-39-7)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at 5 - 20 ℃;

DOI:10.1080/15257770.2010.551646

Reference yield:

2-methylphenyl aldehyde (529-20-4) → 3-cyano-6-phenyl-1-(2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranosyl)-4-(2'-tolyl)-2-pyridone (1279096-39-7)

Guidance literature:

Multi-step reaction with 3 steps

1: ammonium acetate / 0.08 h / Microwave irradiation

2: ammonium sulfate / Inert atmosphere; Heating

3: trimethylsilyl trifluoromethanesulfonate / acetonitrile / 5 - 20 °C

With ammonium sulfate; trimethylsilyl trifluoromethanesulfonate; ammonium acetate; In acetonitrile;

DOI:10.1080/15257770.2010.551646

upstream raw materials:

3-cyano-6-phenyl-4-(2'-p-tolyl)-2(1H)-pyridone

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

α-D-glucopyranose peracetylate

2-methylphenyl aldehyde

Downstream raw materials:

3-cyano-1-(β-D-glucopyranosyl)-6-phenyl-4-(2'-tolyl)-2-pyridone