N⁴-acetyl-3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-trifluoromethylthiocytidine

Base Information

• Chemical Name: N⁴-acetyl-3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-trifluoromethylthiocytidine
• CAS No.: 1608109-24-5
• Molecular Formula: C₃₉H₄₆F₃N₃O₇SSi
• Molecular Weight: 785.957

Synonyms:N⁴-acetyl-3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-trifluoromethylthiocytidine

Chemical Property of N⁴-acetyl-3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-trifluoromethylthiocytidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of N⁴-acetyl-3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-trifluoromethylthiocytidine

There total 4 articles about N⁴-acetyl-3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-trifluoromethylthiocytidine 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:

3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4-dimethoxytrityl)-2'-deoxy-2'-trifluoromethylthiouridine (1608109-21-2) → N4-acetyl-3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-trifluoromethylthiocytidine (1608109-24-5)

Guidance literature:

Multi-step reaction with 3 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

3.1: pyridine / 1.5 h / 0 - 20 °C / Inert atmosphere

3.2: Inert atmosphere

With pyridine; dmap; ammonia; triethylamine; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/ja5005637

Reference yield:

3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4'-dimethoxytrityl)-O6-(2,4,6-triisopropylbenzenesulfonyl)-2'-deoxy-2'-trifluoromethylthiouridine (1608109-22-3) → N4-acetyl-3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-trifluoromethylthiocytidine (1608109-24-5)

Guidance literature:

Multi-step reaction with 2 steps

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

1.2: Inert atmosphere

2.1: pyridine / 1.5 h / 0 - 20 °C / Inert atmosphere

2.2: Inert atmosphere

With pyridine; ammonia; In tetrahydrofuran; water;

DOI:10.1021/ja5005637

Reference yield:

C31H29F3N2O7S (1421694-67-8) → N4-acetyl-3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-trifluoromethylthiocytidine (1608109-24-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 2 h / Inert atmosphere

1.2: 16 h / 20 °C / Inert atmosphere

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

2.2: Inert atmosphere

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

3.2: Inert atmosphere

4.1: pyridine / 1.5 h / 0 - 20 °C / Inert atmosphere

4.2: Inert atmosphere

With pyridine; 1H-imidazole; dmap; ammonia; triethylamine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/ja5005637

upstream raw materials:

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

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

C₃₁H₂₉F₃N₂O₇S

tert-butyldimethylsilyl chloride

Downstream raw materials:

N⁴-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-2'-trifluoromethylthiocytidine

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