5'-O-(tert-butydiphenylsilyl)-3'-deoxy-3'-C-(iodomethyl)-2'-O-(2-methoxyethyl)-5-methyluridine

Base Information

Chemical Name:5'-O-(tert-butydiphenylsilyl)-3'-deoxy-3'-C-(iodomethyl)-2'-O-(2-methoxyethyl)-5-methyluridine
CAS No.:312934-29-5
Molecular Formula:C₃₀H₃₉IN₂O₆Si
Molecular Weight:678.639
Hs Code.:

Synonyms:5'-O-(tert-butydiphenylsilyl)-3'-deoxy-3'-C-(iodomethyl)-2'-O-(2-methoxyethyl)-5-methyluridine

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Chemical Property of 5'-O-(tert-butydiphenylsilyl)-3'-deoxy-3'-C-(iodomethyl)-2'-O-(2-methoxyethyl)-5-methyluridine

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Technology Process of 5'-O-(tert-butydiphenylsilyl)-3'-deoxy-3'-C-(iodomethyl)-2'-O-(2-methoxyethyl)-5-methyluridine

There total 6 articles about 5'-O-(tert-butydiphenylsilyl)-3'-deoxy-3'-C-(iodomethyl)-2'-O-(2-methoxyethyl)-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: 78.0%

: 318246-92-3
5'-O-(tert-butydiphenylsilyl)-3'-deoxy-3'-C-(hydroxymethyl)-2'-O-(2-methoxyethyl)-5-methyluridine

: 312934-29-5
5'-O-(tert-butydiphenylsilyl)-3'-deoxy-3'-C-(iodomethyl)-2'-O-(2-methoxyethyl)-5-methyluridine

Guidance literature:: With 2,6-dimethylpyridine; methyltriphenoxyphosphonium iodide; In N,N-dimethyl-formamide; at 0 - 20 ℃;
DOI:10.1021/jo001699u

Reference yield:

: 108-48-5
2,6-dimethylpyridine

hexanes-EtOAc: hexanes-EtOAc

: 17579-99-6
methyltriphenoxyphosphonium iodide

: 318246-92-3
5'-O-(tert-butydiphenylsilyl)-3'-deoxy-3'-C-(hydroxymethyl)-2'-O-(2-methoxyethyl)-5-methyluridine

: 312934-29-5
5'-O-(tert-butydiphenylsilyl)-3'-deoxy-3'-C-(iodomethyl)-2'-O-(2-methoxyethyl)-5-methyluridine

Guidance literature:: In ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

: 337980-11-7
5'-O-(tert-butyldiphenylsilyl)-3'-deoxy-2'-O-(2-methoxyethyl)-3'-C-(2-phenylethenyl)-5-methyluridine

: 312934-29-5
5'-O-(tert-butydiphenylsilyl)-3'-deoxy-3'-C-(iodomethyl)-2'-O-(2-methoxyethyl)-5-methyluridine

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: NaIO₄ / H₂O; dioxane / 0 - 20 °C

2.1: 1.60 g / NaBH₄ / ethanol; H₂O / 2 h / 20 °C

3.1: 78 percent / methyl triphenoxyphosphonium iodide; 2,6-lutidine / dimethylformamide / 0 - 20 °C

With 2,6-dimethylpyridine; sodium tetrahydroborate; osmium(VIII) oxide; methyltriphenoxyphosphonium iodide; water; 4-methylmorpholine N-oxide; In 1,4-dioxane; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1021/jo001699u