1,6-anhydro-2-O-benzyl-3,4-dideoxy-3,4-(N-o-nitrobenzenesulfonylepimino)-β-D-talopyranose

Base Information

• Chemical Name: 1,6-anhydro-2-O-benzyl-3,4-dideoxy-3,4-(N-o-nitrobenzenesulfonylepimino)-β-D-talopyranose
• CAS No.: 848579-23-7
• Molecular Formula: C₁₉H₁₈N₂O₇S
• Molecular Weight: 418.427
• Mol file: 848579-23-7.mol

Synonyms:1,6-anhydro-2-O-benzyl-3,4-dideoxy-3,4-(N-o-nitrobenzenesulfonylepimino)-β-D-talopyranose

Chemical Property of 1,6-anhydro-2-O-benzyl-3,4-dideoxy-3,4-(N-o-nitrobenzenesulfonylepimino)-β-D-talopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,6-anhydro-2-O-benzyl-3,4-dideoxy-3,4-(N-o-nitrobenzenesulfonylepimino)-β-D-talopyranose

There total 1 articles about 1,6-anhydro-2-O-benzyl-3,4-dideoxy-3,4-(N-o-nitrobenzenesulfonylepimino)-β-D-talopyranose 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:

1,6-Anhydro-3-azido-2-O-benzyl-3-deoxy-4-O-tosyl-β-D-mannopyranose (359772-31-9) → 1,6-anhydro-2-O-benzyl-3,4-dideoxy-3,4-(N-o-nitrobenzenesulfonylepimino)-β-D-talopyranose (848579-23-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaBH₄ / tetrahydrofuran / 48 h / 20 °C

1.2: 64 percent / methanol; tetrahydrofuran / 13 h / Heating

2.1: 81 percent / triethylamine / tetrahydrofuran / -40 - 20 °C

With sodium tetrahydroborate; triethylamine; In tetrahydrofuran;

DOI:10.1016/j.carres.2004.12.007

Reference yield: 75.0%

1,6-anhydro-2-O-benzyl-3,4-dideoxy-3,4-(N-o-nitrobenzenesulfonylepimino)-β-D-talopyranose (848579-23-7) → 1,6-anhydro-2-O-benzyl-3,4-dideoxy-4-fluoro-3-(N-2-nitrobenzene-1-sulfonamido)-β-D-mannopyranose

Guidance literature:

With potassium hydrogen bifluoride; N-methylpyridinium p-toluenesulfonate; tetrabutylammonium triphenyldifluorostannate; at 115 ℃; for 1h;

DOI:10.1135/cccc20052075

upstream raw materials:

1,6-Anhydro-3-azido-2-O-benzyl-3-deoxy-4-O-tosyl-β-D-mannopyranose