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

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Chemical Name:4-chloro-7-(2-deoxy-3,5-di-O-benzoyl-β-D-arabinofuranosyl)-5-fluoro-7H-pyrrolo[2,3-d]pyrimidine
CAS No.:909101-46-8
Molecular Formula:C₂₅H₁₈ClF₂N₃O₅
Molecular Weight:513.885
Hs Code.:

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

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

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

There total 3 articles about 4-chloro-7-(2-deoxy-3,5-di-O-benzoyl-β-D-arabinofuranosyl)-5-fluoro-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: 61.7%

: 97614-44-3
2-deoxy-2-fluoro-3,5-di-O-benzoyl-α-D-arabinofuranosyl bromide

: 582313-57-3
4-chloro-7-fluoro-7-deazapurine

: 909101-46-8
4-chloro-7-(2-deoxy-3,5-di-O-benzoyl-β-D-arabinofuranosyl)-5-fluoro-7H-pyrrolo[2,3-d]pyrimidine

Guidance literature:: 4-chloro-7-fluoro-7-deazapurine; With potassium hydroxide; Tris(3,6-dioxaheptyl)amine; In acetonitrile; at 20 ℃; for 0.25h;

2-deoxy-2-fluoro-3,5-di-O-benzoyl-α-D-arabinofuranosyl bromide; In acetonitrile; at 20 ℃; for 0.166667h;
DOI:10.1055/s-2006-942400

Reference yield:

: 97614-43-2
1,3,5-tri-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranose

: 909101-46-8
4-chloro-7-(2-deoxy-3,5-di-O-benzoyl-β-D-arabinofuranosyl)-5-fluoro-7H-pyrrolo[2,3-d]pyrimidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: HBr; AcOH / CH₂Cl₂ / 16 h / 20 °C

2.1: KOH; tris[2-(2-methoxyethoxy)ethyl]amine / acetonitrile / 0.25 h / 20 °C

2.2: 61.7 percent / acetonitrile / 0.17 h / 20 °C

With potassium hydroxide; Tris(3,6-dioxaheptyl)amine; hydrogen bromide; acetic acid; In dichloromethane; acetonitrile;
DOI:10.1055/s-2006-942400

Reference yield:

: 98855-71-1
((2R,3R,4S)-3-(benzoyloxy)-5-bromo-4-fluorotetrahydrofuran-2-yl)methyl benzoate

: 582313-57-3
4-chloro-7-fluoro-7-deazapurine

: 909101-46-8
4-chloro-7-(2-deoxy-3,5-di-O-benzoyl-β-D-arabinofuranosyl)-5-fluoro-7H-pyrrolo[2,3-d]pyrimidine

Guidance literature:: 4-chloro-7-fluoro-7-deazapurine; With Tris(3,6-dioxaheptyl)amine; potassium hydroxide; In acetonitrile; at 20 ℃; for 0.25h;

((2R,3R,4S)-3-(benzoyloxy)-5-bromo-4-fluorotetrahydrofuran-2-yl)methyl benzoate; In acetonitrile; at 20 ℃; for 0.166667h;
DOI:10.1135/cccc2011082