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

Base Information

Chemical Name:1-<3,5-di-O-(tert-butyldiphenylsilyl)-2-deoxy-2-fluoro-β-D-arabinofuranosyl>-α-hydroxythymine
CAS No.:114652-74-3
Molecular Formula:C₄₂H₄₉FN₂O₆Si₂
Molecular Weight:753.03
Hs Code.:

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

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

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

There total 4 articles about 1-<3,5-di-O-(tert-butyldiphenylsilyl)-2-deoxy-2-fluoro-β-D-arabinofuranosyl>-α-hydroxythymine 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: 46.0%

: 114674-41-8
5-Bromomethyl-1-[(2R,3S,4R,5R)-4-(tert-butyl-diphenyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-fluoro-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

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

Guidance literature:: With sodium hydrogencarbonate; In tetrahydrofuran; Ambient temperature;
DOI:10.1021/jm00403a026

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

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

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / imidazole / dimethylformamide / Ambient temperature

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

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

With 1H-imidazole; N-Bromosuccinimide; sodium hydrogencarbonate; In tetrahydrofuran; tetrachloromethane; 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

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

With N-Bromosuccinimide; sodium hydrogencarbonate; In tetrahydrofuran; tetrachloromethane;
DOI:10.1021/jm00403a026