1-D-6-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-mannopyranosyl)-2,3,4,5-tetra-O-benzyl-1-O-(4-methoxybenzyl)-myo-inositol

Base Information

• Chemical Name: 1-D-6-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-mannopyranosyl)-2,3,4,5-tetra-O-benzyl-1-O-(4-methoxybenzyl)-myo-inositol
• CAS No.: 503177-43-3
• Molecular Formula: C₆₉H₇₁N₃O₁₁
• Molecular Weight: 1118.34
• Mol file: 503177-43-3.mol

Synonyms:1-D-6-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-mannopyranosyl)-2,3,4,5-tetra-O-benzyl-1-O-(4-methoxybenzyl)-myo-inositol

Chemical Property of 1-D-6-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-mannopyranosyl)-2,3,4,5-tetra-O-benzyl-1-O-(4-methoxybenzyl)-myo-inositol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-D-6-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-mannopyranosyl)-2,3,4,5-tetra-O-benzyl-1-O-(4-methoxybenzyl)-myo-inositol

There total 2 articles about 1-D-6-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-mannopyranosyl)-2,3,4,5-tetra-O-benzyl-1-O-(4-methoxybenzyl)-myo-inositol 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: 61.0%

(+)-1D-2,3,4,5-tetra-O-benzyl-1-O-(4-methoxybenzyl)-myo-inositol (129261-63-8) + 2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-mannopyranosyl fluoride (501946-51-6) → 1-D-6-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-mannopyranosyl)-2,3,4,5-tetra-O-benzyl-1-O-(4-methoxybenzyl)-myo-inositol (503177-43-3)

Guidance literature:

With zirconocene dichloride; silver perchlorate; tetramethylurea; In diethyl ether; at 0 ℃;

DOI:10.1016/S0008-6215(02)00187-8

Reference yield:

2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-mannopyranose (148968-89-2) → 1-D-6-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-mannopyranosyl)-2,3,4,5-tetra-O-benzyl-1-O-(4-methoxybenzyl)-myo-inositol (503177-43-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / DAST / 1,2-dichloro-ethane / 0.5 h / 20 °C

2: 61 percent / zirconocene dichloride; silver perchlorate; 1,1,3,3-tetramethylurea / diethyl ether / 0 °C

With zirconocene dichloride; silver perchlorate; 4,4'-diaminostilbene-2,2'-disulfonic acid; tetramethylurea; In diethyl ether; 1,2-dichloro-ethane;

DOI:10.1016/S0008-6215(02)00187-8

Reference yield: 62.0%

1-D-6-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-mannopyranosyl)-2,3,4,5-tetra-O-benzyl-1-O-(4-methoxybenzyl)-myo-inositol (503177-43-3) → 1-D-6-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-mannopyranosyl)-2,3,4,5-tetra-O-benzyl-myo-inositol (501946-55-0)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃;

DOI:10.1016/S0008-6215(02)00187-8

upstream raw materials:

(+)-1D-2,3,4,5-tetra-O-benzyl-1-O-(4-methoxybenzyl)-myo-inositol

2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-mannopyranosyl fluoride

2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-mannopyranose

Downstream raw materials:

1-D-6-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-mannopyranosyl)-2,3,4,5-tetra-O-benzyl-myo-inositol