6-0-acetyl-4-0-(6-0-acetyl-2,3,4-tri-0-benzyl-β-D-mannopyranosyl)-2-azido-3-0-benzyl-2-deoxy-α-D-glucopyranose

Base Information

• Chemical Name: 6-0-acetyl-4-0-(6-0-acetyl-2,3,4-tri-0-benzyl-β-D-mannopyranosyl)-2-azido-3-0-benzyl-2-deoxy-α-D-glucopyranose
• CAS No.: 96961-18-1
• Molecular Formula: C₄₄H₄₉N₃O₁₂
• Molecular Weight: 811.886
• Mol file: 96961-18-1.mol

Synonyms:6-0-acetyl-4-0-(6-0-acetyl-2,3,4-tri-0-benzyl-β-D-mannopyranosyl)-2-azido-3-0-benzyl-2-deoxy-α-D-glucopyranose

Chemical Property of 6-0-acetyl-4-0-(6-0-acetyl-2,3,4-tri-0-benzyl-β-D-mannopyranosyl)-2-azido-3-0-benzyl-2-deoxy-α-D-glucopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-0-acetyl-4-0-(6-0-acetyl-2,3,4-tri-0-benzyl-β-D-mannopyranosyl)-2-azido-3-0-benzyl-2-deoxy-α-D-glucopyranose

There total 4 articles about 6-0-acetyl-4-0-(6-0-acetyl-2,3,4-tri-0-benzyl-β-D-mannopyranosyl)-2-azido-3-0-benzyl-2-deoxy-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: 85.0%

1,6-Di-O-acetyl-4-O-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-mannopyranosyl)-2-azido-3-O-benzyl-2-desoxy-α-D-glucopyranose (86861-52-1) → 6-0-acetyl-4-0-(6-0-acetyl-2,3,4-tri-0-benzyl-β-D-mannopyranosyl)-2-azido-3-0-benzyl-2-deoxy-α-D-glucopyranose (96961-18-1)

Guidance literature:

With hydrazinium monoacetate; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1016/0008-6215(85)85173-9

Reference yield:

6-O-acetyl-2,3,4-tri-O-benzyl-α-D-mannopyranosyl bromide (70056-63-2) → 6-0-acetyl-4-0-(6-0-acetyl-2,3,4-tri-0-benzyl-β-D-mannopyranosyl)-2-azido-3-0-benzyl-2-deoxy-α-D-glucopyranose (96961-18-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / silver zeolite / CH₂Cl₂

2: 100 percent / trifluoroacetic acid / 4 h / 20 °C

3: 85 percent / NH₂NH_2.HOAc / dimethylformamide / 1 h / 20 °C

With silver zeolite; hydrazinium monoacetate; In dichloromethane; N,N-dimethyl-formamide; trifluoroacetic acid;

DOI:10.1016/0008-6215(85)85173-9

Reference yield:

1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose (55682-57-0) → 6-0-acetyl-4-0-(6-0-acetyl-2,3,4-tri-0-benzyl-β-D-mannopyranosyl)-2-azido-3-0-benzyl-2-deoxy-α-D-glucopyranose (96961-18-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / silver zeolite / CH₂Cl₂

2: 100 percent / trifluoroacetic acid / 4 h / 20 °C

3: 85 percent / NH₂NH_2.HOAc / dimethylformamide / 1 h / 20 °C

With silver zeolite; hydrazinium monoacetate; In dichloromethane; N,N-dimethyl-formamide; trifluoroacetic acid;

DOI:10.1016/0008-6215(85)85173-9

upstream raw materials:

1,6-Di-O-acetyl-4-O-(6-O-acetyl-2,3,4-tri-O-benzyl-β-D-mannopyranosyl)-2-azido-3-O-benzyl-2-desoxy-α-D-glucopyranose

6-O-acetyl-2,3,4-tri-O-benzyl-α-D-mannopyranosyl bromide

1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

4-O-(6-O-Acetyl-2,3,4-tri-O-benzyl-β-D-mannopyranosyl)-1,6-anhydro-2-azido-3-O-benzyl-2-desoxy-β-D-glucopyranose

Downstream raw materials:

6-0-acetyl-4-0-(6-0-acetyl-2,3,4-tri-0-benzyl-β-D-mannopyranosyl)-2-azido-3-0-benzyl-2-deoxy-α-D-glucopyranosyl bromide

{(2R,3R,4S,5S,6S)-6-[(2R,3S,4R,5R,6S)-5-Amino-6-((2R,3S,4R,5R,6R)-5-amino-3,4-bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-4-benzyloxy-2-hydroxymethyl-tetrahydro-pyran-3-yloxy]-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yl}-methanol