1-[2,3-O-bis(tert-butyldimethylsilyl)-5-O-(4,4'-dimethoxytrityl)-4-thio-β-D-ribofuranosyl]uracil

Base Information

Chemical Name:1-[2,3-O-bis(tert-butyldimethylsilyl)-5-O-(4,4'-dimethoxytrityl)-4-thio-β-D-ribofuranosyl]uracil
CAS No.:848649-47-8
Molecular Formula:C₄₂H₅₈N₂O₇SSi₂
Molecular Weight:791.169
Hs Code.:

Synonyms:1-[2,3-O-bis(tert-butyldimethylsilyl)-5-O-(4,4'-dimethoxytrityl)-4-thio-β-D-ribofuranosyl]uracil

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Chemical Property of 1-[2,3-O-bis(tert-butyldimethylsilyl)-5-O-(4,4'-dimethoxytrityl)-4-thio-β-D-ribofuranosyl]uracil

Chemical Property:

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Technology Process of 1-[2,3-O-bis(tert-butyldimethylsilyl)-5-O-(4,4'-dimethoxytrityl)-4-thio-β-D-ribofuranosyl]uracil

There total 1 articles about 1-[2,3-O-bis(tert-butyldimethylsilyl)-5-O-(4,4'-dimethoxytrityl)-4-thio-β-D-ribofuranosyl]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:

: 149359-06-8
1-[5-(4,4'-dimethoxytrityl)-3-(t-butyldimethylsilyl)-4-thio-beta-D-ribofuranosyl]uracil

: 18162-48-6
tert-butyldimethylsilyl chloride

: 848649-47-8
1-[2,3-O-bis(tert-butyldimethylsilyl)-5-O-(4,4'-dimethoxytrityl)-4-thio-β-D-ribofuranosyl]uracil

Guidance literature:: With pyridine; 1H-imidazole; at 20 ℃; for 24h;
DOI:10.1021/jm050822c

Reference yield:

: 848649-47-8
1-[2,3-O-bis(tert-butyldimethylsilyl)-5-O-(4,4'-dimethoxytrityl)-4-thio-β-D-ribofuranosyl]uracil

: 4-amino-1-[5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-thiophen-2-yl]-1H-pyrimidin-2-one

Guidance literature:: 1-[2,3-O-bis(tert-butyldimethylsilyl)-5-O-(4,4'-dimethoxytrityl)-4-thio-β-D-ribofuranosyl]uracil; With 1,2,4-Triazole; triethylamine; trichlorophosphate; In acetonitrile; at 20 ℃;

With ammonium hydroxide; In 1,4-dioxane;
DOI:10.1021/jm050822c

Reference yield:

: 848649-47-8
1-[2,3-O-bis(tert-butyldimethylsilyl)-5-O-(4,4'-dimethoxytrityl)-4-thio-β-D-ribofuranosyl]uracil

: 172531-76-9
N⁴-benzoyl-1-[2-O-(tert-butyldimethylsilyl)-3-O-[(2-cyanoethyl)(N,N-diisopropylamino)phosphino]-5-O-(4,4'-dimethoxytrityl)-4-thio-β-D-ribofuranosyl]cytosine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1,2,4-triazole; POCl₃; Et₃N / acetonitrile / 20 °C

1.2: aq. NH₃ / dioxane

2.1: pyridine

3.1: 13 g / triethylamine trihydrofluoride; triethylamine / tetrahydrofuran / 20 °C

4.1: pyridine; AgNO₃ / tetrahydrofuran / 0.5 h / 20 °C

4.2: 47 percent / tetrahydrofuran / 20 °C

5.1: Et₃N; imidazole / ethanol

6.1: 94 percent / tetrazole; N-methylimidazole / dimethylformamide / 20 °C

With pyridine; 1H-imidazole; 1,2,4-Triazole; 1-methyl-1H-imidazole; 1H-tetrazole; triethylamine trihydrofluoride; silver nitrate; triethylamine; trichlorophosphate; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm050822c