5-(2-deoxy-3,5-di-O-benzyl-D-ribosyl)-N,N-dimethylimidazole-1-sulfonamide

Base Information

• Chemical Name: 5-(2-deoxy-3,5-di-O-benzyl-D-ribosyl)-N,N-dimethylimidazole-1-sulfonamide
• CAS No.: 169139-36-0
• Molecular Formula: C₂₄H₃₁N₃O₆S
• Molecular Weight: 489.593
• Mol file: 169139-36-0.mol

Synonyms:5-(2-deoxy-3,5-di-O-benzyl-D-ribosyl)-N,N-dimethylimidazole-1-sulfonamide

Chemical Property of 5-(2-deoxy-3,5-di-O-benzyl-D-ribosyl)-N,N-dimethylimidazole-1-sulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(2-deoxy-3,5-di-O-benzyl-D-ribosyl)-N,N-dimethylimidazole-1-sulfonamide

There total 3 articles about 5-(2-deoxy-3,5-di-O-benzyl-D-ribosyl)-N,N-dimethylimidazole-1-sulfonamide 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:

2-(tert-butyldimethylsilyl)-5-(2-deoxy-3,5-di-O-benzyl-D-ribosyl)-N,N-dimethylimidazole-1-sulfonamide (169139-35-9) → 5-(2-deoxy-3,5-di-O-benzyl-D-ribosyl)-N,N-dimethylimidazole-1-sulfonamide (169139-36-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; Yield given; 1.) 0 deg C, 15 min, 2.) r.t., 45 min;

DOI:10.1021/jo952136z

Reference yield:

3,5-di-O-benzyl-2-deoxy-D-ribofuranose (6160-50-5) → 5-(2-deoxy-3,5-di-O-benzyl-D-ribosyl)-N,N-dimethylimidazole-1-sulfonamide (169139-36-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) BuLi / 1.) THF, hexane, -50 deg C, 20 min, 2.) THF, r.t., 1 h

2: Bu₄NF / tetrahydrofuran / 1.) 0 deg C, 15 min, 2.) r.t., 45 min

With n-butyllithium; tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1021/jo952136z

Reference yield:

2-tert-butyldimethylsilyl-N,N-dimethylimidazole-1-sulfonamide (129378-52-5) → 5-(2-deoxy-3,5-di-O-benzyl-D-ribosyl)-N,N-dimethylimidazole-1-sulfonamide (169139-36-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) BuLi / 1.) THF, hexane, -50 deg C, 20 min, 2.) THF, r.t., 1 h

2: Bu₄NF / tetrahydrofuran / 1.) 0 deg C, 15 min, 2.) r.t., 45 min

With n-butyllithium; tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1021/jo952136z

upstream raw materials:

2-(tert-butyldimethylsilyl)-5-(2-deoxy-3,5-di-O-benzyl-D-ribosyl)-N,N-dimethylimidazole-1-sulfonamide

3,5-di-O-benzyl-2-deoxy-D-ribofuranose

2-tert-butyldimethylsilyl-N,N-dimethylimidazole-1-sulfonamide