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

Base Information

• Chemical Name: 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
• CAS No.: 86861-52-1
• Molecular Formula: C₄₆H₅₁N₃O₁₃
• Molecular Weight: 853.923
• Mol file: 86861-52-1.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 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

There total 2 articles about 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 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: 100.0%

acetic anhydride (108-24-7) + 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 (86861-47-4) → 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)

Guidance literature:

In trifluoroacetic acid; at 20 ℃; for 4h;

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

Reference yield: 72.0%

acetic anhydride (108-24-7) + 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 (86861-47-4) → Acetic acid (2R,3S,4R,5R,6S)-6-acetoxy-3-((2S,3S,4S,5R,6R)-6-acetoxymethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-5-azido-4-benzyloxy-tetrahydro-pyran-2-ylmethyl ester + 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)

Guidance literature:

With trifluoroacetic acid; for 2h; Yields of byproduct given; Ambient temperature;

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

upstream raw materials:

acetic anhydride

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-glucopyranose

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

2-acetamido-2-deoxy-4-O-(β-D-mannopyranosyl)-β-D-glucosamine