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

Base Information

• Chemical Name: 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
• CAS No.: 137016-80-9
• Molecular Formula: C₇₀H₈₈Cl₄N₅O₁₃PSi₃
• Molecular Weight: 1464.54
• Mol file: 137016-80-9.mol

Synonyms:

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 11 articles about 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 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: 50.0%

5,6-dichloro-1-(2,3-di-O-tert-butyldimethylsilyl-β-D-ribofuranosyl)benzimidazole (137016-61-6) + 1-(2-O-tert-butyldimethylsilyl-5-O-p-methoxytrityl-β-D-ribofuranosyl)-5,6-dichlorobenzimidazole 3'-<2-(4-nitrophenyl)ethyl triethylammonium phosphate> (137016-70-7) → 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:

With 1-methyl-1H-imidazole; 2,4,6-triisopropylphenylsulfonyl chloride; In pyridine; for 66h; Ambient temperature;

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

Reference yield:

5,6-dichlorobenzimidazole (6478-73-5) → 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 7 steps

1: 51 percent / p-TsOH / 1 h / 170 - 180 °C / 20 Torr

2: NaOMe / methanol

3: 87 percent / pyridine / Ambient temperature

4: 20 percent / pyridine / 18 h / Ambient temperature

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

7: 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; toluene-4-sulfonic acid; 4-nitrobenzaldehyde oxime; In pyridine; methanol;

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

Reference yield:

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (6974-32-9) → 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 7 steps

1: 51 percent / p-TsOH / 1 h / 170 - 180 °C / 20 Torr

2: NaOMe / methanol

3: 87 percent / pyridine / Ambient temperature

4: 20 percent / pyridine / 18 h / Ambient temperature

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

7: 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; toluene-4-sulfonic acid; 4-nitrobenzaldehyde oxime; In pyridine; methanol;

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

upstream raw materials:

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-dichlorobenzimidazole 3'-<2-(4-nitrophenyl)ethyl triethylammonium phosphate>

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

5,6-dichlorobenzimidazole

Downstream raw materials:

1-(2-O-tert-butyldimethylsilyl-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