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

Base Information

Chemical Name:p-chlorophenyl 3,5-di-O-tert-butyldimethylsilyl-2-deoxy-2-fluoro-1-thio-β-D-arabinofuranoside
CAS No.:916987-56-9
Molecular Formula:C₂₃H₄₀ClFO₃SSi₂
Molecular Weight:507.257
Hs Code.:

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

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

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

There total 4 articles about p-chlorophenyl 3,5-di-O-tert-butyldimethylsilyl-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: 93.0%

: 916987-55-8
p-chlorophenyl 2-deoxy-2-fluoro-1-thio-β-D-arabinofuranoside

: 18162-48-6
tert-butyldimethylsilyl chloride

: 916987-56-9
p-chlorophenyl 3,5-di-O-tert-butyldimethylsilyl-2-deoxy-2-fluoro-1-thio-β-D-arabinofuranoside

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 14h;
DOI:10.1016/j.carres.2006.08.020

Reference yield:

: 916987-54-7
p-chlorophenyl 3,5-di-O-benzoyl-2-deoxy-2-fluoro-1-thio-β-D-arabinofuranoside

: 916987-56-9
p-chlorophenyl 3,5-di-O-tert-butyldimethylsilyl-2-deoxy-2-fluoro-1-thio-β-D-arabinofuranoside

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

Reference yield:

: 97614-44-3
2-deoxy-2-fluoro-3,5-di-O-benzoyl-α-D-arabinofuranosyl bromide

: 916987-56-9
p-chlorophenyl 3,5-di-O-tert-butyldimethylsilyl-2-deoxy-2-fluoro-1-thio-β-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 83 percent / KOH; n-Bu₄NBr / CH₂Cl₂; H₂O / 16 h / 20 °C

2: 87 percent / NaOCH₃; MeOH / CH₂Cl₂ / 3 h / 20 °C

3: 93 percent / imidazole / dimethylformamide / 14 h / 20 °C

With 1H-imidazole; methanol; potassium hydroxide; tetrabutylammomium bromide; sodium methylate; In dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2006.08.020