N₆-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)-adenosine

Base Information

• Chemical Name: N₆-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)-adenosine
• CAS No.: 1312690-35-9
• Molecular Formula: C₅₄H₇₁N₅O₉Si₂
• Molecular Weight: 990.357
• Mol file: 1312690-35-9.mol

Synonyms:N₆-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)-adenosine

Chemical Property of N₆-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)-adenosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N₆-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)-adenosine

There total 10 articles about N₆-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)-adenosine 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: 71.0%

N6-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-5'-O-(4,4'-dimethoxytrityl)-adenosine (1312690-34-8) + tert-butyldimethylsilyl chloride (18162-48-6) → N6-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)-adenosine (1312690-35-9)

Guidance literature:

With pyridine; 1H-imidazole; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/jo200826h

Reference yield:

5'-O-(4,4'-dimethoxytrityl)-2',3'-bis-O-acetyl-adenosine (151928-74-4) → N6-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)-adenosine (1312690-35-9)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine; phosgene; dmap / dichloromethane; toluene / 20 °C

2: triethylamine / dichloromethane; toluene / 36 h / 20 °C

3: ethanol; sodium hydroxide / 1 h / 20 °C

4: pyridine; 1H-imidazole / 12 h / 20 °C / Inert atmosphere

With pyridine; 1H-imidazole; phosgene; dmap; ethanol; triethylamine; sodium hydroxide; In dichloromethane; toluene;

DOI:10.1021/jo200826h

Reference yield:

5'-O-dimethoxytrityladenosine (57018-82-3,81352-25-2) → N6-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)-adenosine (1312690-35-9)

Guidance literature:

Multi-step reaction with 5 steps

1: pyridine; dmap; triethylamine / 0.5 h / 20 °C / Inert atmosphere

2: pyridine; phosgene; dmap / dichloromethane; toluene / 20 °C

3: triethylamine / dichloromethane; toluene / 36 h / 20 °C

4: ethanol; sodium hydroxide / 1 h / 20 °C

5: pyridine; 1H-imidazole / 12 h / 20 °C / Inert atmosphere

With pyridine; 1H-imidazole; phosgene; dmap; ethanol; triethylamine; sodium hydroxide; In dichloromethane; toluene;

DOI:10.1021/jo200826h

upstream raw materials:

5'-O-dimethoxytrityladenosine

5'-O-(4,4'-dimethoxytrityl)-2',3'-bis-O-acetyl-adenosine

N₆-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-5'-O-(4,4'-dimethoxytrityl)-2',3'-bis-O-acetyl-adenosine

N₆-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-5'-O-(4,4'-dimethoxytrityl)-adenosine