3-(triacetyl-β-D-ribofuranosyl)-7-[chloro(difluoro)methyl]-5-methyl-3H-imidazo[4,5-b]pyridine

Base Information

• Chemical Name: 3-(triacetyl-β-D-ribofuranosyl)-7-[chloro(difluoro)methyl]-5-methyl-3H-imidazo[4,5-b]pyridine
• CAS No.: 1285456-51-0
• Molecular Formula: C₁₉H₂₀ClF₂N₃O₇
• Molecular Weight: 475.834

Synonyms:3-(triacetyl-β-D-ribofuranosyl)-7-[chloro(difluoro)methyl]-5-methyl-3H-imidazo[4,5-b]pyridine

Chemical Property of 3-(triacetyl-β-D-ribofuranosyl)-7-[chloro(difluoro)methyl]-5-methyl-3H-imidazo[4,5-b]pyridine

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Technology Process of 3-(triacetyl-β-D-ribofuranosyl)-7-[chloro(difluoro)methyl]-5-methyl-3H-imidazo[4,5-b]pyridine

There total 3 articles about 3-(triacetyl-β-D-ribofuranosyl)-7-[chloro(difluoro)methyl]-5-methyl-3H-imidazo[4,5-b]pyridine 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: 10.0%

1-chloro-1,1-difluoropentane-2,4-dione (2375-76-0) + C14H19N3O7 (119702-09-9) → 3-(triacetyl-β-D-ribofuranosyl)-7-[chloro(difluoro)methyl]-5-methyl-3H-imidazo[4,5-b]pyridine (1285456-51-0)

Guidance literature:

In N,N-dimethyl-formamide; at 60 - 80 ℃; Inert atmosphere;

DOI:10.1021/jo102579g

Reference yield: 7.0%

1-chloro-1,1-difluoropentane-2,4-dione (2375-76-0) + 5-amino-1-(2,3,5-tris-O-acetyl-β-D-ribofuranosyl)-1H-imidazole-4-carboxylic acid (53459-69-1) → 3-(triacetyl-β-D-ribofuranosyl)-7-[chloro(difluoro)methyl]-5-methyl-3H-imidazo[4,5-b]pyridine (1285456-51-0)

Guidance literature:

In dimethyl sulfoxide; at 60 - 80 ℃; Inert atmosphere;

DOI:10.1021/jo102579g

Reference yield:

1-chloro-1,1-difluoropentane-2,4-dione (2375-76-0) → 3-(triacetyl-β-D-ribofuranosyl)-7-[chloro(difluoro)methyl]-5-methyl-3H-imidazo[4,5-b]pyridine (1285456-51-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: dichloromethane / 1.33 h / Inert atmosphere; Reflux

1.2: 20 °C / Reflux

2.1: trifluoroacetic acid / 20 °C

3.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 0.33 h / Inert atmosphere; Reflux

3.2: 2 h / Reflux

With N,O-bis-(trimethylsilyl)-acetamide; trifluoroacetic acid; In dichloromethane; acetonitrile;

DOI:10.1021/jo102579g

upstream raw materials:

1-chloro-1,1-difluoropentane-2,4-dione

C₁₄H₁₉N₃O₇

5-amino-1-(2,3,5-tris-O-acetyl-β-D-ribofuranosyl)-1H-imidazole-4-carboxylic acid

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