1-<3,5-di-O-(tert-butyldiphenylsilyl)-2-deoxy-2-fluoro-β-D-arabinofuranosyl>-5-(fluoromethyl)uracil

Base Information

Chemical Name:1-<3,5-di-O-(tert-butyldiphenylsilyl)-2-deoxy-2-fluoro-β-D-arabinofuranosyl>-5-(fluoromethyl)uracil
CAS No.:114652-76-5
Molecular Formula:C₄₂H₄₈F₂N₂O₅Si₂
Molecular Weight:755.021
Hs Code.:

Synonyms:1-<3,5-di-O-(tert-butyldiphenylsilyl)-2-deoxy-2-fluoro-β-D-arabinofuranosyl>-5-(fluoromethyl)uracil

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Chemical Property of 1-<3,5-di-O-(tert-butyldiphenylsilyl)-2-deoxy-2-fluoro-β-D-arabinofuranosyl>-5-(fluoromethyl)uracil

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Technology Process of 1-<3,5-di-O-(tert-butyldiphenylsilyl)-2-deoxy-2-fluoro-β-D-arabinofuranosyl>-5-(fluoromethyl)uracil

There total 5 articles about 1-<3,5-di-O-(tert-butyldiphenylsilyl)-2-deoxy-2-fluoro-β-D-arabinofuranosyl>-5-(fluoromethyl)uracil 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: 71.0%

: 114652-74-3
1-<3,5-di-O-(tert-butyldiphenylsilyl)-2-deoxy-2-fluoro-β-D-arabinofuranosyl>-α-hydroxythymine

: 114652-76-5
1-<3,5-di-O-(tert-butyldiphenylsilyl)-2-deoxy-2-fluoro-β-D-arabinofuranosyl>-5-(fluoromethyl)uracil

Guidance literature:: With diethylamino-sulfur trifluoride; In dichloromethane; 1.) -15 deg C, 30 min, 2.) room temperature, 1 h;
DOI:10.1021/jm00403a026

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 114652-76-5
1-<3,5-di-O-(tert-butyldiphenylsilyl)-2-deoxy-2-fluoro-β-D-arabinofuranosyl>-5-(fluoromethyl)uracil

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / imidazole / dimethylformamide / Ambient temperature

2: NBS / CCl₄ / 2 h / Heating; Irradiation

3: 46 percent / aq. NaHCO₃ / tetrahydrofuran / Ambient temperature

4: 71 percent / (diethylamino)sulfur trifluoride / CH₂Cl₂ / 1.) -15 deg C, 30 min, 2.) room temperature, 1 h

With 1H-imidazole; N-Bromosuccinimide; diethylamino-sulfur trifluoride; sodium hydrogencarbonate; In tetrahydrofuran; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00403a026

Reference yield:

: 114652-73-2
1-<3,5-di-O-(tert-butyldiphenylsilyl)-2-deoxy-2-fluoro-β-D-arabinofuranosyl>thymine

: 114652-76-5
1-<3,5-di-O-(tert-butyldiphenylsilyl)-2-deoxy-2-fluoro-β-D-arabinofuranosyl>-5-(fluoromethyl)uracil

Guidance literature:: Multi-step reaction with 3 steps

1: NBS / CCl₄ / 2 h / Heating; Irradiation

2: 46 percent / aq. NaHCO₃ / tetrahydrofuran / Ambient temperature

3: 71 percent / (diethylamino)sulfur trifluoride / CH₂Cl₂ / 1.) -15 deg C, 30 min, 2.) room temperature, 1 h

With N-Bromosuccinimide; diethylamino-sulfur trifluoride; sodium hydrogencarbonate; In tetrahydrofuran; tetrachloromethane; dichloromethane;
DOI:10.1021/jm00403a026