methyl 5-O-benzoyl-2-O-tosyl-3-fluoro-3-deoxy-β-D-arabinofuranoside

Base Information

• Chemical Name: methyl 5-O-benzoyl-2-O-tosyl-3-fluoro-3-deoxy-β-D-arabinofuranoside
• CAS No.: 133776-09-7
• Molecular Formula: C₂₀H₂₁FO₇S
• Molecular Weight: 424.447
• Mol file: 133776-09-7.mol

Synonyms:methyl 5-O-benzoyl-2-O-tosyl-3-fluoro-3-deoxy-β-D-arabinofuranoside

Chemical Property of methyl 5-O-benzoyl-2-O-tosyl-3-fluoro-3-deoxy-β-D-arabinofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 5-O-benzoyl-2-O-tosyl-3-fluoro-3-deoxy-β-D-arabinofuranoside

There total 8 articles about methyl 5-O-benzoyl-2-O-tosyl-3-fluoro-3-deoxy-β-D-arabinofuranoside 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: 81.0%

methyl 2-O-tosyl-3-fluorodeoxy-β-D-arabinofuranoside (133776-08-6) + benzoyl chloride (98-88-4) → methyl 5-O-benzoyl-2-O-tosyl-3-fluoro-3-deoxy-β-D-arabinofuranoside (133776-09-7)

Guidance literature:

With pyridine; for 12h; Ambient temperature;

DOI:10.1021/jm00111a040

Reference yield: 71.0%

methyl 5-O-benzyl-2-O-tosyl-3-fluoro-3-deoxy-β-D-arabino-furanoside (126716-24-3) + benzoyl chloride (98-88-4) → methyl 5-O-benzoyl-2-O-tosyl-3-fluoro-3-deoxy-β-D-arabinofuranoside (133776-09-7)

Guidance literature:

methyl 5-O-benzyl-2-O-tosyl-3-fluoro-3-deoxy-β-D-arabino-furanoside; With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 18h;

benzoyl chloride; With pyridine; at 20 ℃; for 18h;

DOI:10.1021/jo0340859

Reference yield:

methyl 5-O-benzyl-3-fluoro-3-deoxy-β-D-arabino-furanoside (28867-47-2) → methyl 5-O-benzoyl-2-O-tosyl-3-fluoro-3-deoxy-β-D-arabinofuranoside (133776-09-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / pyridine / 28 h / Ambient temperature

2: 88 percent / H₂ / 10percent Pd/C / ethanol / 72 h / Ambient temperature

3: 81 percent / pyridine / 12 h / Ambient temperature

With pyridine; hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1021/jm00111a040

upstream raw materials:

methyl 2-O-tosyl-3-fluorodeoxy-β-D-arabinofuranoside

benzoyl chloride

methyl 5-O-benzyl-2-O-tosyl-3-fluoro-3-deoxy-β-D-arabino-furanoside

methyl 5-O-benzyl-3-fluoro-3-deoxy-β-D-arabino-furanoside

Downstream raw materials:

2-azido-5-O-benzoyl-3-fluoro-2,3-dideoxy-β-D-ribofuranoside

2-azido-5-O-benzoyl-2,3-dideoxy-3-fluoro-α-D-ribofuranoside

Benzoic acid (2R,3S,4S,5R)-5-(2-acetylamino-6-oxo-1,6-dihydro-purin-9-yl)-4-azido-3-fluoro-tetrahydro-furan-2-ylmethyl ester

Benzoic acid (2R,3S,4S,5S)-5-(2-acetylamino-6-oxo-1,6-dihydro-purin-9-yl)-4-azido-3-fluoro-tetrahydro-furan-2-ylmethyl ester