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

Base Information

• Chemical Name: 3,5-di-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranosyl bromide
• CAS No.: 1067137-03-4
• Molecular Formula: C₁₉H₁₆BrFO₅
• Molecular Weight: 423.235
• Mol file: 1067137-03-4.mol

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

Chemical Property of 3,5-di-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranosyl bromide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,5-di-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranosyl bromide

There total 3 articles about 3,5-di-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranosyl bromide 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:

1,3,5-tri-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranose (97614-43-2) → 3,5-di-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranosyl bromide (1067137-03-4)

Guidance literature:

With hydrogen bromide; acetic acid; at 20 ℃; for 6h; Inert atmosphere;

Reference yield:

1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribofuranose (14215-97-5) → 3,5-di-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranosyl bromide (1067137-03-4) + 2-deoxy-2-fluoro-3,5-di-O-benzoyl-α-D-arabinofuranosyl bromide (97614-44-3)

Guidance literature:

1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribofuranose; With tetrabutyl ammonium fluoride; hydrogen bromide; In tetrahydrofuran; for 3h; Cooling with ice; Green chemistry;

With triethylamine tris(hydrogen fluoride); In tetrahydrofuran; for 2h; Solvent; Green chemistry;

Reference yield:

1,3,5-tri-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranose (491594-58-2) → 3,5-di-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranosyl bromide (1067137-03-4)

Guidance literature:

With hydrogen bromide; acetic acid; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1021/acs.joc.0c00926

upstream raw materials:

1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribofuranose

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

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

Downstream raw materials:

((2R,3R,4S,5R)-3-(benzoyloxy)-5-(2,6-dichloro-9H-purin-9-yl)-4-fluorotetrahydrofuran-2-yl)methyl benzoate