methyl dimethylthexylsilyl 4-O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-β-L-idopyranuronate

Base Information

• Chemical Name: methyl dimethylthexylsilyl 4-O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-β-L-idopyranuronate
• CAS No.: 496780-11-1
• Molecular Formula: C₄₄H₅₉NO₁₂Si
• Molecular Weight: 822.037
• Mol file: 496780-11-1.mol

Synonyms:

Chemical Property of methyl dimethylthexylsilyl 4-O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-β-L-idopyranuronate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl dimethylthexylsilyl 4-O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-β-L-idopyranuronate

There total 1 articles about methyl dimethylthexylsilyl 4-O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-β-L-idopyranuronate 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: 90.0%

tiolacetic acid (507-09-5) + methyl [dimethylthexylsilyl 4-O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-β-L-idopyranoside]uronate (382614-17-7) → methyl dimethylthexylsilyl 4-O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-β-L-idopyranuronate (496780-11-1)

Guidance literature:

at 20 ℃; for 16h;

DOI:10.1139/v02-023

Reference yield: 77.0%

acetic anhydride (108-24-7) + methyl dimethylthexylsilyl 4-O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-β-L-idopyranuronate (496780-11-1) → methyl (dimethylthexylsilyl 4-O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-2-O-acetyl-3-O-benzyl-β-L-idopyranosid)uronate (496780-13-3)

Guidance literature:

With pyridine; dmap; for 48h;

DOI:10.1139/v02-023

Reference yield:

methyl dimethylthexylsilyl 4-O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-β-L-idopyranuronate (496780-11-1) → methyl 4-O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-2-O-acetyl-3-O-benzyl-α-L-idopyranuronate

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / pyridine; 4-dimethylaminopyridine / 48 h

2: pyridinium hydrofluoride / tetrahydrofuran / 24 h / 0 °C

With pyridine; dmap; pyridine hydrogenfluoride; In tetrahydrofuran;

DOI:10.1139/v02-023

upstream raw materials:

tiolacetic acid

methyl [dimethylthexylsilyl 4-O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-β-L-idopyranoside]uronate

Downstream raw materials:

methyl (dimethylthexylsilyl 4-O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-2-O-acetyl-3-O-benzyl-β-L-idopyranosid)uronate