3’-O-(tert-butyldimethylsilyl)-5’-O-(4,4’-dimethoxytrityl)-C4-(1,2,4-triazol-1-yl)-2’-deoxyuridine

Base Information

Chemical Name:3’-O-(tert-butyldimethylsilyl)-5’-O-(4,4’-dimethoxytrityl)-C4-(1,2,4-triazol-1-yl)-2’-deoxyuridine
CAS No.:338799-25-0
Molecular Formula:C₃₈H₄₅N₅O₆Si
Molecular Weight:695.891
Hs Code.:

Synonyms:3’-O-(tert-butyldimethylsilyl)-5’-O-(4,4’-dimethoxytrityl)-C4-(1,2,4-triazol-1-yl)-2’-deoxyuridine

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Chemical Property of 3’-O-(tert-butyldimethylsilyl)-5’-O-(4,4’-dimethoxytrityl)-C4-(1,2,4-triazol-1-yl)-2’-deoxyuridine

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Technology Process of 3’-O-(tert-butyldimethylsilyl)-5’-O-(4,4’-dimethoxytrityl)-C4-(1,2,4-triazol-1-yl)-2’-deoxyuridine

There total 4 articles about 3’-O-(tert-butyldimethylsilyl)-5’-O-(4,4’-dimethoxytrityl)-C4-(1,2,4-triazol-1-yl)-2’-deoxyuridine 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%

: 288-88-0
1,2,4-Triazole

: 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

: 338799-25-0
3’-O-(tert-butyldimethylsilyl)-5’-O-(4,4’-dimethoxytrityl)-C4-(1,2,4-triazol-1-yl)-2’-deoxyuridine

Guidance literature:: 1,2,4-Triazole; With triethylamine; trichlorophosphate; In acetonitrile; at 0 ℃; for 0.5h;

1-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenyl-methoxy]methyl]-4-[tert-butyl(dimethyl)silyl]oxy-tetrahydrofuran-2-yl]pyrimidine-2,4-dione; In acetonitrile; for 1.5h; Further stages.;
DOI:10.1021/ja003340t

Reference yield:

: 23669-79-6
DMT-dU

: 338799-25-0
3’-O-(tert-butyldimethylsilyl)-5’-O-(4,4’-dimethoxytrityl)-C4-(1,2,4-triazol-1-yl)-2’-deoxyuridine

Guidance literature:: Multi-step reaction with 2 steps

1.1: 67 percent / imidazole / dimethylformamide / 1 h / 20 °C

2.1: POCl₃; NEt₃ / acetonitrile / 0.5 h / 0 °C

2.2: 68 percent / acetonitrile / 1.5 h

With 1H-imidazole; triethylamine; trichlorophosphate; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja003340t

Reference yield:

: 951-78-0,63844-76-8
2'-deoxyuridine

: 338799-25-0
3’-O-(tert-butyldimethylsilyl)-5’-O-(4,4’-dimethoxytrityl)-C4-(1,2,4-triazol-1-yl)-2’-deoxyuridine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 93 percent / pyridine / 21 h / 20 °C

2.1: 67 percent / imidazole / dimethylformamide / 1 h / 20 °C

3.1: POCl₃; NEt₃ / acetonitrile / 0.5 h / 0 °C

3.2: 68 percent / acetonitrile / 1.5 h

With pyridine; 1H-imidazole; triethylamine; trichlorophosphate; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja003340t