4-chloro-5-iodo-7-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-β-D-arabinofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine

Base Information

• Chemical Name: 4-chloro-5-iodo-7-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-β-D-arabinofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine
• CAS No.: 1393605-17-8
• Molecular Formula: C₂₅H₁₈ClFIN₃O₅
• Molecular Weight: 621.791

Synonyms:4-chloro-5-iodo-7-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-β-D-arabinofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine

Chemical Property of 4-chloro-5-iodo-7-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-β-D-arabinofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine

Chemical Property:

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Technology Process of 4-chloro-5-iodo-7-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-β-D-arabinofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine

There total 2 articles about 4-chloro-5-iodo-7-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-β-D-arabinofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine 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: 85.0%

4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (123148-78-7) + ((2R,3R,4S)-3-(benzoyloxy)-5-bromo-4-fluorotetrahydrofuran-2-yl)methyl benzoate (98855-71-1) → 4-chloro-5-iodo-7-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-β-D-arabinofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine (1393605-17-8)

Guidance literature:

With Tris(3,6-dioxaheptyl)amine; potassium hydroxide; In acetonitrile; at 20 ℃; for 0.75h;

DOI:10.1016/j.bmc.2012.07.003

Reference yield:

1,3,5-tri-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranose (97614-43-2) → 4-chloro-5-iodo-7-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-β-D-arabinofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine (1393605-17-8)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen bromide; acetic acid

2: Tris(3,6-dioxaheptyl)amine; potassium hydroxide / acetonitrile / 0.75 h / 20 °C

With Tris(3,6-dioxaheptyl)amine; hydrogen bromide; acetic acid; potassium hydroxide; In acetonitrile;

DOI:10.1016/j.bmc.2012.07.003

Reference yield: 84.0%

4-chloro-5-iodo-7-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-β-D-arabinofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine (1393605-17-8) → 4-amino-5-iodo-7-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine (1393605-18-9)

Guidance literature:

With ammonium hydroxide; water; In 1,4-dioxane; at 120 ℃; for 16h; Autoclave;

DOI:10.1016/j.bmc.2012.07.003

upstream raw materials:

4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine

((2R,3R,4S)-3-(benzoyloxy)-5-bromo-4-fluorotetrahydrofuran-2-yl)methyl benzoate

1,3,5-tri-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranose

Downstream raw materials:

4-amino-5-iodo-7-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine

C₁₇H₁₇FN₄O₃

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