p-chlorophenyl 3,5-di-O-benzoyl-2-deoxy-2-fluoro-1-thio-β-D-arabinofuranoside

Base Information

• Chemical Name: p-chlorophenyl 3,5-di-O-benzoyl-2-deoxy-2-fluoro-1-thio-β-D-arabinofuranoside
• CAS No.: 916987-54-7
• Molecular Formula: C₂₅H₂₀ClFO₅S
• Molecular Weight: 486.948
• Mol file: 916987-54-7.mol

Synonyms:p-chlorophenyl 3,5-di-O-benzoyl-2-deoxy-2-fluoro-1-thio-β-D-arabinofuranoside

Chemical Property of p-chlorophenyl 3,5-di-O-benzoyl-2-deoxy-2-fluoro-1-thio-β-D-arabinofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-chlorophenyl 3,5-di-O-benzoyl-2-deoxy-2-fluoro-1-thio-β-D-arabinofuranoside

There total 1 articles about p-chlorophenyl 3,5-di-O-benzoyl-2-deoxy-2-fluoro-1-thio-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: 83.0%

2-deoxy-2-fluoro-3,5-di-O-benzoyl-α-D-arabinofuranosyl bromide (97614-44-3) + p-Chlorothiophenol (106-54-7) → p-chlorophenyl 3,5-di-O-benzoyl-2-deoxy-2-fluoro-1-thio-β-D-arabinofuranoside (916987-54-7)

Guidance literature:

With potassium hydroxide; tetrabutylammomium bromide; In dichloromethane; water; at 20 ℃; for 16h;

DOI:10.1016/j.carres.2006.08.020

Reference yield: 87.0%

p-chlorophenyl 3,5-di-O-benzoyl-2-deoxy-2-fluoro-1-thio-β-D-arabinofuranoside (916987-54-7) → p-chlorophenyl 2-deoxy-2-fluoro-1-thio-β-D-arabinofuranoside (916987-55-8)

Guidance literature:

With methanol; sodium methylate; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1016/j.carres.2006.08.020

Reference yield:

p-chlorophenyl 3,5-di-O-benzoyl-2-deoxy-2-fluoro-1-thio-β-D-arabinofuranoside (916987-54-7) → p-chlorophenyl 3,5-di-O-tert-butyldimethylsilyl-2-deoxy-2-fluoro-1-thio-β-D-arabinofuranoside (916987-56-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / NaOCH₃; MeOH / CH₂Cl₂ / 3 h / 20 °C

2: 93 percent / imidazole / dimethylformamide / 14 h / 20 °C

With 1H-imidazole; methanol; sodium methylate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.carres.2006.08.020

upstream raw materials:

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

p-Chlorothiophenol

Downstream raw materials:

p-chlorophenyl 2-deoxy-2-fluoro-1-thio-β-D-arabinofuranoside

p-chlorophenyl 3,5-di-O-tert-butyldimethylsilyl-2-deoxy-2-fluoro-1-thio-β-D-arabinofuranoside