2’,5’-dideoxy-2’,2’-difluoro-5’-iodo-1’-O-(2-nitrobenzyl)-α-D-ribofuranose

Base Information

• Chemical Name: 2’,5’-dideoxy-2’,2’-difluoro-5’-iodo-1’-O-(2-nitrobenzyl)-α-D-ribofuranose
• CAS No.: 1412439-68-9
• Molecular Formula: C₁₂H₁₂F₂INO₅
• Molecular Weight: 415.132

Synonyms:2’,5’-dideoxy-2’,2’-difluoro-5’-iodo-1’-O-(2-nitrobenzyl)-α-D-ribofuranose

Chemical Property of 2’,5’-dideoxy-2’,2’-difluoro-5’-iodo-1’-O-(2-nitrobenzyl)-α-D-ribofuranose

Chemical Property:

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Technology Process of 2’,5’-dideoxy-2’,2’-difluoro-5’-iodo-1’-O-(2-nitrobenzyl)-α-D-ribofuranose

There total 2 articles about 2’,5’-dideoxy-2’,2’-difluoro-5’-iodo-1’-O-(2-nitrobenzyl)-α-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: 93.0%

2’-deoxy-1’-O-(2-nitrobenzyl)-2’,2’-difluoro-α-D-ribofuranose (1412439-67-8) → 2’,5’-dideoxy-2’,2’-difluoro-5’-iodo-1’-O-(2-nitrobenzyl)-α-D-ribofuranose (1412439-68-9)

Guidance literature:

With 1H-imidazole; iodine; triphenylphosphine; In tetrahydrofuran; at 40 ℃; for 2h; Inert atmosphere;

DOI:10.1021/ol302703m

Reference yield:

2’-deoxy-2’,2’-difluoro-1’-O-(2-nitrobenzyl)-3’,5’-O-benzoyl-α-D-ribofuranose (1412439-66-7) → 2’,5’-dideoxy-2’,2’-difluoro-5’-iodo-1’-O-(2-nitrobenzyl)-α-D-ribofuranose (1412439-68-9)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / methanol / 1 h / 20 °C

2: triphenylphosphine; 1H-imidazole; iodine / tetrahydrofuran / 2 h / 40 °C / Inert atmosphere

With 1H-imidazole; iodine; potassium carbonate; triphenylphosphine; In tetrahydrofuran; methanol;

DOI:10.1021/ol302703m

Reference yield: 97.0%

2’,5’-dideoxy-2’,2’-difluoro-5’-iodo-1’-O-(2-nitrobenzyl)-α-D-ribofuranose (1412439-68-9) + acetic anhydride (108-24-7) → 2’,5’-dideoxy-3’-O-acetyl-2’,2’-difluoro-5’-iodo-1’-O-(2-nitrobenzyl)-α-D-ribofuranose (1412439-69-0)

Guidance literature:

With pyridine; dmap; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ol302703m

upstream raw materials:

2’-deoxy-2’,2’-difluoro-1’-O-(2-nitrobenzyl)-3’,5’-O-benzoyl-α-D-ribofuranose

2’-deoxy-1’-O-(2-nitrobenzyl)-2’,2’-difluoro-α-D-ribofuranose

Downstream raw materials:

2’,5’-dideoxy-3’-O-acetyl-2’,2’-difluoro-5’-iodo-1’-O-(2-nitrobenzyl)-α-D-ribofuranose

2’-deoxy-2’,2’-difluoro-5’-O-(4,4’-dimethoxytrityl)-4’-methoxy-1’-O-(2-nitrobenzyl)-α-L-lyxofuranose

2’,5’-dideoxy-3’-O-acetyl-2’,2’-difluoro-4’,5’-methylene-1’-O-(2-nitrobenzyl)-α-Dribofuranose

2’,5’-dideoxy-2’,2’-difluoro-4’,5’-methylene-1’-O-(2-nitrobenzyl)-α-D-ribofuranose

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