3,4,6-tri-O-benzoyl-1,2-dideoxy-2-iodo-1-[2-(trimethylsilyl)ethanesulfonamido]-α-D-mannopyranose

Base Information

• Chemical Name: 3,4,6-tri-O-benzoyl-1,2-dideoxy-2-iodo-1-[2-(trimethylsilyl)ethanesulfonamido]-α-D-mannopyranose
• CAS No.: 1293911-34-8
• Molecular Formula: C₃₂H₃₆INO₉SSi
• Molecular Weight: 765.695
• Mol file: 1293911-34-8.mol

Synonyms:3,4,6-tri-O-benzoyl-1,2-dideoxy-2-iodo-1-[2-(trimethylsilyl)ethanesulfonamido]-α-D-mannopyranose

Chemical Property of 3,4,6-tri-O-benzoyl-1,2-dideoxy-2-iodo-1-[2-(trimethylsilyl)ethanesulfonamido]-α-D-mannopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,4,6-tri-O-benzoyl-1,2-dideoxy-2-iodo-1-[2-(trimethylsilyl)ethanesulfonamido]-α-D-mannopyranose

There total 1 articles about 3,4,6-tri-O-benzoyl-1,2-dideoxy-2-iodo-1-[2-(trimethylsilyl)ethanesulfonamido]-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: 46.0%

3,4,6-tri-O-benzoyl-D-glucal (13322-90-2) + 2-(trimethylsilyl)ethanesulfonamide (125486-96-6) → 3,4,6-tri-O-benzoyl-1,2-dideoxy-2-iodo-1-[2-(trimethylsilyl)ethanesulfonamido]-α-D-mannopyranose (1293911-34-8)

Guidance literature:

3,4,6-tri-O-benzoyl-D-glucal; 2-(trimethylsilyl)ethanesulfonamide; With N-iodo-succinimide; In dichloromethane; at -10 ℃; for 2h; Molecular sieve;

With iodine; In dichloromethane; at -10 - 0 ℃; for 2h; diastereoselective reaction; Molecular sieve;

DOI:10.1016/j.carres.2011.01.022

Reference yield: 82.0%

3,4,6-tri-O-benzoyl-1,2-dideoxy-2-iodo-1-[2-(trimethylsilyl)ethanesulfonamido]-α-D-mannopyranose (1293911-34-8) → 1-azido-3,4,6-tri-O-benzoyl-1,2-dideoxy-2-[2-(trimethylsilyl)ethanesulfonamido]-β-D-glucopyranose (1293911-38-2)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 3h; diastereoselective reaction;

DOI:10.1016/j.carres.2011.01.022

upstream raw materials:

3,4,6-tri-O-benzoyl-D-glucal

2-(trimethylsilyl)ethanesulfonamide

Downstream raw materials:

1-azido-3,4,6-tri-O-benzoyl-1,2-dideoxy-2-[2-(trimethylsilyl)ethanesulfonamido]-β-D-glucopyranose