5'-O-(tert-butydiphenylsilyl)-2',3'-dideoxy-2'-β-fluoro-3'-C-(hydroxymethyl)-5-methyluridine

Base Information

Chemical Name:5'-O-(tert-butydiphenylsilyl)-2',3'-dideoxy-2'-β-fluoro-3'-C-(hydroxymethyl)-5-methyluridine
CAS No.:318246-90-1
Molecular Formula:C₂₇H₃₃FN₂O₅Si
Molecular Weight:512.653
Hs Code.:

Synonyms:5'-O-(tert-butydiphenylsilyl)-2',3'-dideoxy-2'-β-fluoro-3'-C-(hydroxymethyl)-5-methyluridine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 5'-O-(tert-butydiphenylsilyl)-2',3'-dideoxy-2'-β-fluoro-3'-C-(hydroxymethyl)-5-methyluridine

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Technology Process of 5'-O-(tert-butydiphenylsilyl)-2',3'-dideoxy-2'-β-fluoro-3'-C-(hydroxymethyl)-5-methyluridine

There total 4 articles about 5'-O-(tert-butydiphenylsilyl)-2',3'-dideoxy-2'-β-fluoro-3'-C-(hydroxymethyl)-5-methyluridine 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:

: 2-(tert-butyl-diphenyl-silanyloxymethyl)-4-fluoro-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-carbaldehyde

: 318246-90-1
5'-O-(tert-butydiphenylsilyl)-2',3'-dideoxy-2'-β-fluoro-3'-C-(hydroxymethyl)-5-methyluridine

Guidance literature:: With sodium tetrahydroborate; In ethanol; water; at 20 ℃; for 2h;
DOI:10.1021/jo001699u

Reference yield:

: 110497-15-9
1-[5-(tert-butyl-diphenyl-silanyloxymethyl)-3-fluoro-4-hydroxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

: 318246-90-1
5'-O-(tert-butydiphenylsilyl)-2',3'-dideoxy-2'-β-fluoro-3'-C-(hydroxymethyl)-5-methyluridine

Guidance literature:: Multi-step reaction with 4 steps

2.1: 57 percent / AIBN / benzene / 2 h / Heating

3.1: OsO₄; H₂O; N-methylmorpholine oxide / dioxane / 20 °C

3.2: NaIO₄ / H₂O; dioxane / 0 - 20 °C

4.1: 1.77 g / NaBH₄ / ethanol; H₂O / 2 h / 20 °C

With sodium tetrahydroborate; osmium(VIII) oxide; 2,2'-azobis(isobutyronitrile); water; 4-methylmorpholine N-oxide; In 1,4-dioxane; ethanol; water; benzene;
DOI:10.1021/jo001699u

Reference yield:

: 337980-10-6
5'-O-(tert-butyldiphenylsilyl)-2',3'-dideoxy-2'-β-fluoro-3'-C-(2-phenylethenyl)-5-methyluridine

: 318246-90-1
5'-O-(tert-butydiphenylsilyl)-2',3'-dideoxy-2'-β-fluoro-3'-C-(hydroxymethyl)-5-methyluridine

Guidance literature:: Multi-step reaction with 2 steps

1.1: OsO₄; H₂O; N-methylmorpholine oxide / dioxane / 20 °C

1.2: NaIO₄ / H₂O; dioxane / 0 - 20 °C

2.1: 1.77 g / NaBH₄ / ethanol; H₂O / 2 h / 20 °C

With sodium tetrahydroborate; osmium(VIII) oxide; water; 4-methylmorpholine N-oxide; In 1,4-dioxane; ethanol; water;
DOI:10.1021/jo001699u