5-O-benzoyl-3,4,6-tri-O-benzyl-1,2-dideoxy-1-N-benzoyl-1,2-(di-p-toluenesulfonamido)-D-glucitol

Base Information

• Chemical Name: 5-O-benzoyl-3,4,6-tri-O-benzyl-1,2-dideoxy-1-N-benzoyl-1,2-(di-p-toluenesulfonamido)-D-glucitol
• CAS No.: 1421610-50-5
• Molecular Formula: C₅₅H₅₄N₂O₁₀S₂
• Molecular Weight: 967.173

Synonyms:5-O-benzoyl-3,4,6-tri-O-benzyl-1,2-dideoxy-1-N-benzoyl-1,2-(di-p-toluenesulfonamido)-D-glucitol

Chemical Property of 5-O-benzoyl-3,4,6-tri-O-benzyl-1,2-dideoxy-1-N-benzoyl-1,2-(di-p-toluenesulfonamido)-D-glucitol

Chemical Property:

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Technology Process of 5-O-benzoyl-3,4,6-tri-O-benzyl-1,2-dideoxy-1-N-benzoyl-1,2-(di-p-toluenesulfonamido)-D-glucitol

There total 2 articles about 5-O-benzoyl-3,4,6-tri-O-benzyl-1,2-dideoxy-1-N-benzoyl-1,2-(di-p-toluenesulfonamido)-D-glucitol 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: 83.0%

3,4,6-tri-O-benzyl-1,2-dideoxy-1,2-(di-p-toluenesulfonamido)-D-glucitol (1226778-54-6) + benzoyl chloride (98-88-4) → 5-O-benzoyl-3,4,6-tri-O-benzyl-1,2-dideoxy-1-N-benzoyl-1,2-(di-p-toluenesulfonamido)-D-glucitol (1421610-50-5)

Guidance literature:

3,4,6-tri-O-benzyl-1,2-dideoxy-1,2-(di-p-toluenesulfonamido)-D-glucitol; With dmap; triethylamine; In dichloromethane; for 0.166667h; Cooling with ice; Inert atmosphere;

benzoyl chloride; In dichloromethane; at 35 ℃; for 3h; chemoselective reaction; Inert atmosphere;

DOI:10.1039/c2ob27000e

Reference yield: 55.0%

3,4,6-tri-O-benzyl-1,2-dideoxy-1,2-(di-p-toluenesulfonamido)-D-glucitol (1226778-54-6) + benzoyl chloride (98-88-4) → 5-O-benzoyl-3,4,6-tri-O-benzyl-1,2-dideoxy-1,2-(di-p-toluenesulfonamido)-D-glucitol (1421610-49-2) + 5-O-benzoyl-3,4,6-tri-O-benzyl-1,2-dideoxy-1-N-benzoyl-1,2-(di-p-toluenesulfonamido)-D-glucitol (1421610-50-5)

Guidance literature:

3,4,6-tri-O-benzyl-1,2-dideoxy-1,2-(di-p-toluenesulfonamido)-D-glucitol; With dmap; triethylamine; In dichloromethane; for 0.166667h; Cooling with ice; Inert atmosphere;

benzoyl chloride; In dichloromethane; at 35 ℃; Inert atmosphere;

DOI:10.1039/c2ob27000e

Reference yield: 85.0%

5-O-benzoyl-3,4,6-tri-O-benzyl-1,2-dideoxy-1-N-benzoyl-1,2-(di-p-toluenesulfonamido)-D-glucitol (1421610-50-5) → 1-N-benzoyl-5-O-benzoyl-1,2-dideoxy-1,2-(di-p-toluenesulfonamido)-D-glucitol (1421610-51-6)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 42 ℃; for 3h;

DOI:10.1039/c2ob27000e

upstream raw materials:

3,4,6-tri-O-benzyl-1,2-dideoxy-1,2-(di-p-toluenesulfonamido)-D-glucitol

benzoyl chloride

Downstream raw materials:

1-N-benzoyl-5-O-benzoyl-1,2-dideoxy-1,2-(di-p-toluenesulfonamido)-D-glucitol

(1S,4R,5S,8R)-4,8-di-O-benzoyl-2,6-(di-N-p-toluenesulphonyl)-2,6-diazabicyclo-[3.2.1]octane-4,8-diol

(1S,4R,5S,8R)-2,6-(di-N-p-toluenesulphonyl)-2,6-diazabicyclo[3.2.1]octane-4,8-diol

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