5,6-dichloro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)benzimidazole

Base Information

• Chemical Name: 5,6-dichloro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)benzimidazole
• CAS No.: 137016-56-9
• Molecular Formula: C₃₃H₂₄Cl₂N₂O₇
• Molecular Weight: 631.469
• Mol file: 137016-56-9.mol

Synonyms:5,6-dichloro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)benzimidazole

Chemical Property of 5,6-dichloro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)benzimidazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5,6-dichloro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)benzimidazole

There total 1 articles about 5,6-dichloro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)benzimidazole 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: 51.0%

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (6974-32-9) + 5,6-dichlorobenzimidazole (6478-73-5) → 5,6-dichloro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)benzimidazole (137016-56-9)

Guidance literature:

With toluene-4-sulfonic acid; at 170 - 180 ℃; for 1h; under 20 Torr;

DOI:10.1016/0008-6215(92)84178-U

Reference yield:

5,6-dichloro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)benzimidazole (137016-56-9) → 1-(2-O-tert-butyldimethylsilyl-5-O-p-methoxytrityl-β-D-ribofuranosyl)-5,6-dichlorobenzimidazolyl-<2'-P-(2,5-dichlorophenyl)->5'>-5,6-dichloro-1-(2,3-di-O-tert-butyldimethylsilyl-β-D-ribofuranosyl)benzimidazole (137016-81-0,137119-98-3)

Guidance literature:

Multi-step reaction with 5 steps

1: NaOMe / methanol

2: 87 percent / pyridine / Ambient temperature

3: 20 percent / pyridine / 18 h / Ambient temperature

5: 62 percent / tetrazole, 2,4,6-tri-isopropylbenzenesulfonyl chloride / pyridine / 3 h / Ambient temperature

With pyridine; 1H-tetrazole; 2,4,6-triisopropylphenylsulfonyl chloride; sodium methylate; In pyridine; methanol;

DOI:10.1016/0008-6215(92)84178-U

Reference yield:

5,6-dichloro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)benzimidazole (137016-56-9) → 1-(2-O-tert-butyldimethylsilyl-5-O-p-methoxytrityl-β-D-ribofuranosyl)-5,6-dichlorobenzimidazolyl-(2'-P-2-(4-nitrophenyl)ethyl>->5'>-5,6-dichloro 1-(2,3-di-O-tert-butyldimethylsilyl-β-D-ribofuranosyl)benzimidazole (137016-80-9,137119-97-2)

Guidance literature:

Multi-step reaction with 6 steps

1: NaOMe / methanol

2: 87 percent / pyridine / Ambient temperature

3: 20 percent / pyridine / 18 h / Ambient temperature

5: 1) 4-nitrobenzaldoxime, H₂O / 1) dioxane, r.t., 20 min, 2) 6 h

6: 50 percent / N-methylimidazole, 2,4,6-tri-isopropylbenzenesulfonyl chloride / pyridine / 66 h / Ambient temperature

With pyridine; 1-methyl-1H-imidazole; 2,4,6-triisopropylphenylsulfonyl chloride; water; sodium methylate; 4-nitrobenzaldehyde oxime; In pyridine; methanol;

DOI:10.1016/0008-6215(92)84178-U

upstream raw materials:

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

5,6-dichlorobenzimidazole

Downstream raw materials:

5,6-dichloro-1-β-D-ribobenzimidazole

1-(3-O-tert-butyldimethylsilyl-5-O-p-methoxytrityl-β-D-ribofuranosyl)-5,6-dichlorobenzimidazolyl-(2'-P-(2,5-dichlorophenyl)>->5')-5,6-dichloro 1-(2,3-di-O-tert-butyldimethylsilyl-β-D-ribofuranosyl)benzimidazole

1-(2-O-tert-butyldimethylsilyl-5-O-p-methoxytrityl-β-D-ribofuranosyl)-5,6-dichlorobenzimidazolyl-<2'-P-(2,5-dichlorophenyl)->5'>-5,6-dichloro-1-(2,3-di-O-tert-butyldimethylsilyl-β-D-ribofuranosyl)benzimidazole

1-(2-O-tert-butyldimethylsilyl-5-O-p-methoxytrityl-β-D-ribofuranosyl)-5,6-dichlorobenzimidazolyl-(2'-P-2-(4-nitrophenyl)ethyl>->5'>-5,6-dichloro 1-(2,3-di-O-tert-butyldimethylsilyl-β-D-ribofuranosyl)benzimidazole