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

Base Information

• Chemical Name: ((2R,3R,4S)-3-(benzoyloxy)-5-bromo-4-fluorotetrahydrofuran-2-yl)methyl benzoate
• CAS No.: 98855-71-1
• Molecular Formula: C₁₉H₁₆BrFO₅
• Molecular Weight: 423.235
• Mol file: 98855-71-1.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 6 articles about ((2R,3R,4S)-3-(benzoyloxy)-5-bromo-4-fluorotetrahydrofuran-2-yl)methyl benzoate 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: 99.0%

1,3,5-tri-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranose (97614-43-2) → ((2R,3R,4S)-3-(benzoyloxy)-5-bromo-4-fluorotetrahydrofuran-2-yl)methyl benzoate (98855-71-1)

Guidance literature:

With hydrogen bromide; acetic acid;

DOI:10.1016/j.bmc.2012.07.003

Reference yield: 95.0%

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

Guidance literature:

With hydrogen bromide; In dichloromethane; acetic acid; at 20 ℃; for 22h;

DOI:10.1016/j.bmcl.2009.09.116

Reference yield: 94.0%

1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribofuranose (14215-97-5) → ((2R,3R,4S)-3-(benzoyloxy)-5-bromo-4-fluorotetrahydrofuran-2-yl)methyl benzoate (98855-71-1)

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;

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

upstream raw materials:

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

2-O-<(trifluoromethyl)sulfonyl>-1,3,5-tri-O-benzoyl-α-D-ribofuranose

1,3,5-tri-O-benzoyl-α-D-ribofuranoside

dichloromethane

Downstream raw materials:

6-amino-2-chloro-9-(2'-deoxy-2'-fluoro-3',5'-di-O-benzoyl-β-D-arabinofuranosyl)-9H-purine

1-((2R,3S,4R,5R)-4-(benzoyloxy)-5-((benzoyloxy)methyl)-3-fluorotetrahydrofuran-2-yl)-3-carbamoylpyridin-1-ium

C₁₇H₁₇FN₄O₃

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