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

Base Information

Chemical Name:3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4-dimethoxytrityl)-2'-deoxy-2'-trifluoromethylthiouridine
CAS No.:1608109-21-2
Molecular Formula:C₃₇H₄₃F₃N₂O₇SSi
Molecular Weight:744.904
Hs Code.:

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

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

Chemical Property:

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

There total 1 articles about 3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4-dimethoxytrityl)-2'-deoxy-2'-trifluoromethylthiouridine 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: 92.0%

: 1421694-67-8
C₃₁H₂₉F₃N₂O₇S

: silver nitrate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1608109-21-2
3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4-dimethoxytrityl)-2'-deoxy-2'-trifluoromethylthiouridine

Guidance literature:: C₃₁H₂₉F₃N₂O₇S; tert-butyldimethylsilyl chloride; With 1H-imidazole; In N,N-dimethyl-formamide; for 2h; Inert atmosphere;

silver nitrate; In N,N-dimethyl-formamide; at 20 ℃; for 16h; Inert atmosphere;
DOI:10.1021/ja5005637

Reference yield: 66.0%

: 6553-96-4
2,4,6-triisopropylphenylsulfonyl chloride

: 1608109-21-2
3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4-dimethoxytrityl)-2'-deoxy-2'-trifluoromethylthiouridine

: 1608109-22-3
3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4'-dimethoxytrityl)-O⁶-(2,4,6-triisopropylbenzenesulfonyl)-2'-deoxy-2'-trifluoromethylthiouridine

Guidance literature:: 2,4,6-triisopropylphenylsulfonyl chloride; 3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4-dimethoxytrityl)-2'-deoxy-2'-trifluoromethylthiouridine; With dmap; triethylamine; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

Inert atmosphere;
DOI:10.1021/ja5005637

Reference yield:

: 1608109-21-2
3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4-dimethoxytrityl)-2'-deoxy-2'-trifluoromethylthiouridine

: 1608109-23-4
3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-trifluoromethylthiocytidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: dmap; triethylamine / dichloromethane / 1 h / 20 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: ammonia / tetrahydrofuran; water / 20 °C / Inert atmosphere

2.2: Inert atmosphere

With dmap; ammonia; triethylamine; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/ja5005637