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

Base Information

• Chemical Name: 2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-mannopyranosyl fluoride
• CAS No.: 501946-51-6
• Molecular Formula: C₂₇H₂₈FN₃O₄
• Molecular Weight: 477.535
• Mol file: 501946-51-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about 2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-mannopyranosyl fluoride 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: 67.0%

2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-mannopyranose (148968-89-2) → 2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-mannopyranosyl fluoride (501946-51-6)

Guidance literature:

With 4,4'-diaminostilbene-2,2'-disulfonic acid; In 1,2-dichloro-ethane; at 20 ℃; for 0.5h;

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

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-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-myo-inositol (501946-55-0)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 62 percent / TFA / CH₂Cl₂ / 20 °C

With zirconocene dichloride; silver perchlorate; trifluoroacetic acid; tetramethylurea; In diethyl ether; dichloromethane;

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

upstream raw materials:

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-1-O-(4-methoxybenzyl)-myo-inositol

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