methyl 5-[2-(2,6-dimethylphenoxy)-1-methylethylaminocarbonyloxy]-2,3,4-tri-O-acetyl-β-D-glucopyranuronate

Base Information

• Chemical Name: methyl 5-[2-(2,6-dimethylphenoxy)-1-methylethylaminocarbonyloxy]-2,3,4-tri-O-acetyl-β-D-glucopyranuronate
• CAS No.: 1253889-93-8
• Molecular Formula: C₂₅H₃₃NO₁₂
• Molecular Weight: 539.537
• Mol file: 1253889-93-8.mol

Synonyms:methyl 5-[2-(2,6-dimethylphenoxy)-1-methylethylaminocarbonyloxy]-2,3,4-tri-O-acetyl-β-D-glucopyranuronate

Chemical Property of methyl 5-[2-(2,6-dimethylphenoxy)-1-methylethylaminocarbonyloxy]-2,3,4-tri-O-acetyl-β-D-glucopyranuronate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 5-[2-(2,6-dimethylphenoxy)-1-methylethylaminocarbonyloxy]-2,3,4-tri-O-acetyl-β-D-glucopyranuronate

There total 1 articles about methyl 5-[2-(2,6-dimethylphenoxy)-1-methylethylaminocarbonyloxy]-2,3,4-tri-O-acetyl-β-D-glucopyranuronate 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: 53.0%

methyl 2,3,4-tri-O-acetyl-D-glucopyranuronate (72692-06-9,73464-50-3,3082-95-9) + C12H16O3 (160093-48-1) → methyl 5-[2-(2,6-dimethylphenoxy)-1-methylethylaminocarbonyloxy]-2,3,4-tri-O-acetyl-β-D-glucopyranuronate (1253889-93-8)

Guidance literature:

With diphenyl phosphoryl azide; triethylamine; In 1,4-dioxane; for 19h; stereospecific reaction; Reflux;

DOI:10.1016/j.tetlet.2010.07.150

Reference yield: 38.0%

methyl 5-[2-(2,6-dimethylphenoxy)-1-methylethylaminocarbonyloxy]-2,3,4-tri-O-acetyl-β-D-glucopyranuronate (1253889-93-8) → sodium (1'R,2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-[2(2,6-dimethylphenoxy)-1-methylethylaminocarbonyloxy]tetrahydro-2H-pyran-2-carboxylate (1253889-94-9)

Guidance literature:

With sodium hydroxide; In methanol; water; at 20 ℃; Cooling with ice;

DOI:10.1016/j.tetlet.2010.07.150

upstream raw materials:

methyl 2,3,4-tri-O-acetyl-D-glucopyranuronate

C₁₂H₁₆O₃

Downstream raw materials:

sodium (1'R,2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-[2(2,6-dimethylphenoxy)-1-methylethylaminocarbonyloxy]tetrahydro-2H-pyran-2-carboxylate