2-acetamido-4-O-acetyl-1-O-benzoyl-6-bromo-2,6-dideoxy-3-O--α-D-glucopyranose

Base Information

• Chemical Name: 2-acetamido-4-O-acetyl-1-O-benzoyl-6-bromo-2,6-dideoxy-3-O--α-D-glucopyranose
• CAS No.: 92921-73-8
• Molecular Formula: C₂₁H₂₆BrNO₉
• Molecular Weight: 516.343
• Mol file: 92921-73-8.mol

Synonyms:

Chemical Property of 2-acetamido-4-O-acetyl-1-O-benzoyl-6-bromo-2,6-dideoxy-3-O--α-D-glucopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-acetamido-4-O-acetyl-1-O-benzoyl-6-bromo-2,6-dideoxy-3-O--α-D-glucopyranose

There total 3 articles about 2-acetamido-4-O-acetyl-1-O-benzoyl-6-bromo-2,6-dideoxy-3-O--α-D-glucopyranose 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: 94.0%

acetic anhydride (108-24-7) + 2-acetamido-1-O-benzoyl-6-bromo-2,6-dideoxy-3-O--α-D-glucopyranose (92921-72-7) → 2-acetamido-4-O-acetyl-1-O-benzoyl-6-bromo-2,6-dideoxy-3-O--α-D-glucopyranose (92921-73-8)

Guidance literature:

With pyridine; for 3h; Ambient temperature;

DOI:10.1016/0008-6215(84)85318-5

Reference yield:

2-acetamido-1-O-benzoyl-2-deoxy-3-O--α-D-glucopyranose (92921-71-6) → 2-acetamido-4-O-acetyl-1-O-benzoyl-6-bromo-2,6-dideoxy-3-O--α-D-glucopyranose (92921-73-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / triphenylphosphine, carbon tetrabromide / pyridine / 5 h / Ambient temperature

2: 94 percent / pyridine / 3 h / Ambient temperature

With pyridine; carbon tetrabromide; triphenylphosphine; In pyridine;

DOI:10.1016/0008-6215(84)85318-5

Reference yield:

2-acetamido-1-O-benzoyl-2-deoxy-4,6-O-isopropylidene-3-O--α-D-glucopyranose (86704-37-2) → 2-acetamido-4-O-acetyl-1-O-benzoyl-6-bromo-2,6-dideoxy-3-O--α-D-glucopyranose (92921-73-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / H₂O; acetic acid / 3 h / 40 °C

2: 71 percent / triphenylphosphine, carbon tetrabromide / pyridine / 5 h / Ambient temperature

3: 94 percent / pyridine / 3 h / Ambient temperature

With pyridine; carbon tetrabromide; triphenylphosphine; In pyridine; water; acetic acid;

DOI:10.1016/0008-6215(84)85318-5

upstream raw materials:

acetic anhydride

2-acetamido-1-O-benzoyl-6-bromo-2,6-dideoxy-3-O--α-D-glucopyranose

2-acetamido-1-O-benzoyl-2-deoxy-3-O--α-D-glucopyranose

2-acetamido-1-O-benzoyl-2-deoxy-4,6-O-isopropylidene-3-O--α-D-glucopyranose