3,5-di-O-benzoyl-2-O-(3-(trifluoromethyl)benzoyl)-α-D-ribofuranosyl bromide

Base Information

• Chemical Name: 3,5-di-O-benzoyl-2-O-(3-(trifluoromethyl)benzoyl)-α-D-ribofuranosyl bromide
• CAS No.: 145828-14-4
• Molecular Formula: C₂₇H₂₀BrF₃O₇
• Molecular Weight: 593.351
• Mol file: 145828-14-4.mol

Synonyms:3,5-di-O-benzoyl-2-O-(3-(trifluoromethyl)benzoyl)-α-D-ribofuranosyl bromide

Chemical Property of 3,5-di-O-benzoyl-2-O-(3-(trifluoromethyl)benzoyl)-α-D-ribofuranosyl bromide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 3,5-di-O-benzoyl-2-O-(3-(trifluoromethyl)benzoyl)-α-D-ribofuranosyl bromide

There total 3 articles about 3,5-di-O-benzoyl-2-O-(3-(trifluoromethyl)benzoyl)-α-D-ribofuranosyl 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-α-D-ribofuranoside (22224-41-5) → 3,5-di-O-benzoyl-2-O-(3-(trifluoromethyl)benzoyl)-α-D-ribofuranosyl bromide (145828-14-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / pyridine / CH₂Cl₂ / 15 h / 0 deg C to RT

2: HBr/HOAc / CH₂Cl₂ / 1 h / 4 deg C to RT

With pyridine; hydrogen bromide; acetic acid; In dichloromethane;

DOI:10.1021/jo00057a020

Reference yield:

3-(Trifluoromethyl)benzoyl chloride (2251-65-2) → 3,5-di-O-benzoyl-2-O-(3-(trifluoromethyl)benzoyl)-α-D-ribofuranosyl bromide (145828-14-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / pyridine / CH₂Cl₂ / 15 h / 0 deg C to RT

2: HBr/HOAc / CH₂Cl₂ / 1 h / 4 deg C to RT

With pyridine; hydrogen bromide; acetic acid; In dichloromethane;

DOI:10.1021/jo00057a020

Reference yield:

α-D-1,3,5-tri-O-benzoyl-2-O-[3-(trifluoromethyl)benzoyl]ribofuranose (145828-13-3) → 3-Trifluoromethyl-benzoic acid (2S,3R,4R,5R)-4-benzoyloxy-5-benzoyloxymethyl-2-bromo-tetrahydro-furan-3-yl ester + 3,5-di-O-benzoyl-2-O-(3-(trifluoromethyl)benzoyl)-α-D-ribofuranosyl bromide (145828-14-4)

Guidance literature:

With hydrogen bromide; acetic acid; In dichloromethane; for 1h; Yield given; 4 deg C to RT;

DOI:10.1021/jo00057a020

upstream raw materials:

α-D-1,3,5-tri-O-benzoyl-2-O-[3-(trifluoromethyl)benzoyl]ribofuranose

3-(Trifluoromethyl)benzoyl chloride

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