1-O-acetyl-4-azido-3-O-benzyl-2-O-bromoacetyl-4,6-dideoxy-α-D-mannopyranose

Base Information

• Chemical Name: 1-O-acetyl-4-azido-3-O-benzyl-2-O-bromoacetyl-4,6-dideoxy-α-D-mannopyranose
• CAS No.: 227786-23-4
• Molecular Formula: C₁₇H₂₀BrN₃O₆
• Molecular Weight: 442.266
• Mol file: 227786-23-4.mol

Synonyms:1-O-acetyl-4-azido-3-O-benzyl-2-O-bromoacetyl-4,6-dideoxy-α-D-mannopyranose

Chemical Property of 1-O-acetyl-4-azido-3-O-benzyl-2-O-bromoacetyl-4,6-dideoxy-α-D-mannopyranose

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of 1-O-acetyl-4-azido-3-O-benzyl-2-O-bromoacetyl-4,6-dideoxy-α-D-mannopyranose

There total 2 articles about 1-O-acetyl-4-azido-3-O-benzyl-2-O-bromoacetyl-4,6-dideoxy-α-D-mannopyranose 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: 8.5%

acetic anhydride (108-24-7) + methyl 4-azido-3-O-benzyl-2-O-bromoacetyl-4,6-dideoxy-α-D-mannopyranoside → 1-O-acetyl-4-azido-3-O-benzyl-2-O-bromoacetyl-4,6-dideoxy-β-D-mannopyranose + 1-O-acetyl-4-azido-3-O-benzyl-2-O-bromoacetyl-4,6-dideoxy-α-D-mannopyranose (227786-23-4)

Guidance literature:

In sulfuric acid; acetic acid; for 2h; Ambient temperature;

DOI:10.1080/07328309908544010

Reference yield:

methyl 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside (115196-83-3) → 1-O-acetyl-4-azido-3-O-benzyl-2-O-bromoacetyl-4,6-dideoxy-α-D-mannopyranose (227786-23-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / tetramethylurea / CH₂Cl₂ / Ambient temperature

2: 77 percent / acetic acid; H₂SO₄ / 2 h / Ambient temperature

With tetramethylurea; In dichloromethane; sulfuric acid; acetic acid;

DOI:10.1080/07328309908544010

Reference yield: 98.0%

1-O-acetyl-4-azido-3-O-benzyl-2-O-bromoacetyl-4,6-dideoxy-α-D-mannopyranose (227786-23-4) → 1-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranose

Guidance literature:

With 2,4,6-trimethyl-pyridine; thiourea; In methanol; dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1080/07328309908544010

upstream raw materials:

acetic anhydride

methyl 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside