3'-O-tert-butyldimethylsilyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-5-phenyltellurouridine

Base Information

Chemical Name:3'-O-tert-butyldimethylsilyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-5-phenyltellurouridine
CAS No.:1256466-65-5
Molecular Formula:C₄₂H₄₈N₂O₇SiTe
Molecular Weight:848.538
Hs Code.:

Synonyms:3'-O-tert-butyldimethylsilyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-5-phenyltellurouridine

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Chemical Property of 3'-O-tert-butyldimethylsilyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-5-phenyltellurouridine

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Technology Process of 3'-O-tert-butyldimethylsilyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-5-phenyltellurouridine

There total 4 articles about 3'-O-tert-butyldimethylsilyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-5-phenyltellurouridine 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: 68.0%

: 32294-60-3
diphenyl ditelluride

: 364613-26-3
3'-O-tert-butyldimethylsilyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-5-iodouridine

: 1256466-65-5
3'-O-tert-butyldimethylsilyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-5-phenyltellurouridine

: 113051-53-9
1-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenyl-methoxy]methyl]-4-[tert-butyl(dimethyl)silyl]oxy-tetrahydrofuran-2-yl]pyrimidine-2,4-dione

Guidance literature:: 3'-O-tert-butyldimethylsilyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-5-iodouridine; With hydrogen; sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.5h;

diphenyl ditelluride; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 2h;

Reference yield: 68.0%

: 32294-60-3
diphenyl ditelluride

: 364613-26-3
3'-O-tert-butyldimethylsilyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-5-iodouridine

: 1256466-65-5
3'-O-tert-butyldimethylsilyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-5-phenyltellurouridine

: 3'-O-tert-butyldimethylsilyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-6-phenyltellurouridine

: 113051-53-9
1-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenyl-methoxy]methyl]-4-[tert-butyl(dimethyl)silyl]oxy-tetrahydrofuran-2-yl]pyrimidine-2,4-dione

Guidance literature:: 3'-O-tert-butyldimethylsilyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-5-iodouridine; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.5h;

With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.666667h;

diphenyl ditelluride; In tetrahydrofuran; hexane; at -78 ℃; for 1h;
DOI:10.1093/nar/gkq1288

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1256466-65-5
3'-O-tert-butyldimethylsilyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-5-phenyltellurouridine

: 113051-53-9
1-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenyl-methoxy]methyl]-4-[tert-butyl(dimethyl)silyl]oxy-tetrahydrofuran-2-yl]pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 1.5 h / 20 °C

2.1: sodium hydride / tetrahydrofuran / 0.5 h / 20 °C

2.2: 0.67 h / -78 °C

2.3: 1 h / -78 °C

With 1H-imidazole; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1093/nar/gkq1288