1'-deoxy-5'-O-(4,4'-dimethoxytrityl)-1'-(benzimidazol-1-yl)-β-D-ribofuranose

Base Information

• Chemical Name: 1'-deoxy-5'-O-(4,4'-dimethoxytrityl)-1'-(benzimidazol-1-yl)-β-D-ribofuranose
• CAS No.: 209974-16-3
• Molecular Formula: C₃₃H₃₂N₂O₆
• Molecular Weight: 552.627

Synonyms:1'-deoxy-5'-O-(4,4'-dimethoxytrityl)-1'-(benzimidazol-1-yl)-β-D-ribofuranose

Chemical Property of 1'-deoxy-5'-O-(4,4'-dimethoxytrityl)-1'-(benzimidazol-1-yl)-β-D-ribofuranose

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Technology Process of 1'-deoxy-5'-O-(4,4'-dimethoxytrityl)-1'-(benzimidazol-1-yl)-β-D-ribofuranose

There total 2 articles about 1'-deoxy-5'-O-(4,4'-dimethoxytrityl)-1'-(benzimidazol-1-yl)-β-D-ribofuranose 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: 73.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + 1-(β-D-ribofuranosyl)benzimidazole (728-01-8) → 1'-deoxy-5'-O-(4,4'-dimethoxytrityl)-1'-(benzimidazol-1-yl)-β-D-ribofuranose (209974-16-3)

Guidance literature:

With pyridine; at 20 ℃; for 4h;

DOI:10.1021/ja012116g

Reference yield:

2',3',5'-tri-O-acetyl-1'-deoxy-1'-(benzimidazol-1-yl)-β-D-ribofuranose (30747-24-1) → 1'-deoxy-5'-O-(4,4'-dimethoxytrityl)-1'-(benzimidazol-1-yl)-β-D-ribofuranose (209974-16-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / NH₃ / methanol / 20 h

2: 73 percent / pyridine / 4 h / 20 °C

With pyridine; ammonia; In methanol;

DOI:10.1021/ja012116g

Reference yield: 36.0%

tert-butyldimethylsilyl chloride (18162-48-6) + 1'-deoxy-5'-O-(4,4'-dimethoxytrityl)-1'-(benzimidazol-1-yl)-β-D-ribofuranose (209974-16-3) → 5'-O-(4,4'-dimethoxytrityl)-3'-O-tert-butyldimethylsilyl-1'-deoxy-1'-(benzimidazol-1-yl)-β-D-ribofuranose + 5'-O-(4,4'-dimethoxytrityl)-2'-O-tert-butyldimethylsilyl-1'-deoxy-1'-(benzimidazol-1-yl)-β-D-ribofuranose (209974-17-4)

Guidance literature:

With pyridine; silver nitrate; In tetrahydrofuran; at 20 ℃; for 20h;

DOI:10.1021/ja012116g

upstream raw materials:

4,4'-dimethoxytrityl chloride

1-(β-D-ribofuranosyl)benzimidazole

2',3',5'-tri-O-acetyl-1'-deoxy-1'-(benzimidazol-1-yl)-β-D-ribofuranose

Downstream raw materials:

5'-O-(4,4'-dimethoxytrityl)-2'-O-tert-butyldimethylsilyl-1'-deoxy-1'-(benzimidazol-1-yl)-β-D-ribofuranose

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