methyl 2,5-di-O-benzoyl-3-fluoro-3-deoxy-α-D-ribofuranoside

Base Information

• Chemical Name: methyl 2,5-di-O-benzoyl-3-fluoro-3-deoxy-α-D-ribofuranoside
• CAS No.: 126716-27-6
• Molecular Formula: C₂₀H₁₉FO₆
• Molecular Weight: 374.366
• Mol file: 126716-27-6.mol

Synonyms:methyl 2,5-di-O-benzoyl-3-fluoro-3-deoxy-α-D-ribofuranoside

Chemical Property of methyl 2,5-di-O-benzoyl-3-fluoro-3-deoxy-α-D-ribofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,5-di-O-benzoyl-3-fluoro-3-deoxy-α-D-ribofuranoside

There total 15 articles about methyl 2,5-di-O-benzoyl-3-fluoro-3-deoxy-α-D-ribofuranoside 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: 94.0%

methyl 2-O-benzoyl-3-fluoro-3-deoxy-α-D-ribofuranoside (126737-61-9) + benzoyl chloride (98-88-4) → methyl 2,5-di-O-benzoyl-3-fluoro-3-deoxy-α-D-ribofuranoside (126716-27-6)

Guidance literature:

With pyridine; for 12h; Ambient temperature;

DOI:10.1021/jm00111a040

Reference yield: 93.0%

benzoyl chloride (98-88-4) + ((2R,3S,4S,5S)-3-fluoro-4-hydroxy-5-methoxytetrahydrofuran-2-yl)methyl benzoate (237410-13-8) → methyl 2,5-di-O-benzoyl-3-fluoro-3-deoxy-α-D-ribofuranoside (126716-27-6)

Guidance literature:

With pyridine; at 20 ℃; for 5h;

DOI:10.1016/S0960-894X(03)00027-1

Reference yield: 29.0%

sodium benzoate (532-32-1) + Toluene-4-sulfonic acid (2S,3R,4R,5R)-5-(tert-butyl-dimethyl-silanyloxymethyl)-4-fluoro-2-methoxy-tetrahydro-furan-3-yl ester (551929-57-8) → methyl 2,5-di-O-benzoyl-3-fluoro-3-deoxy-α-D-ribofuranoside (126716-27-6) + ((2R,3S,4S,5S)-3-fluoro-4-hydroxy-5-methoxytetrahydrofuran-2-yl)methyl benzoate (237410-13-8) + Benzoic acid (2R,3R,4R,5S)-3-fluoro-5-methoxy-4-(toluene-4-sulfonyloxy)-tetrahydro-furan-2-ylmethyl ester

Guidance literature:

With 18-crown-6 ether; In dimethyl sulfoxide; Heating;

DOI:10.1081/NCN-120022701

upstream raw materials:

methyl 2-O-benzoyl-3-fluoro-3-deoxy-α-D-ribofuranoside

benzoyl chloride

sodium benzoate

Toluene-4-sulfonic acid (2S,3R,4R,5R)-5-(tert-butyl-dimethyl-silanyloxymethyl)-4-fluoro-2-methoxy-tetrahydro-furan-3-yl ester

Downstream raw materials:

(2R,3S,4S,5R)-2-(6-amino-9H-purine-9-yl)-4-fluoro-5-(hydroxymethyl)tetrahydrofuran-3-ol

3'-deoxy-3'-fluorocytidine

2-amino-9-((2R,3S,4S,5R)-4-fluoro-3-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1,9-dihydro-6H-purine-6-one

C₂₃H₂₀FN₃O₆