3'-O-<(tert-butyl)dimethylsilyl>-N⁶,2'-O-bis-<(tert-butyloxy)carbonyl>-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine

Base Information

• Chemical Name: 3'-O-<(tert-butyl)dimethylsilyl>-N⁶,2'-O-bis-<(tert-butyloxy)carbonyl>-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine
• CAS No.: 156046-07-0
• Molecular Formula: C₃₅H₅₀N₆O₁₂Si
• Molecular Weight: 774.9

Synonyms:3'-O-<(tert-butyl)dimethylsilyl>-N⁶,2'-O-bis-<(tert-butyloxy)carbonyl>-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine

Chemical Property of 3'-O-<(tert-butyl)dimethylsilyl>-N⁶,2'-O-bis-<(tert-butyloxy)carbonyl>-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 3'-O-<(tert-butyl)dimethylsilyl>-N⁶,2'-O-bis-<(tert-butyloxy)carbonyl>-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine

There total 4 articles about 3'-O-<(tert-butyl)dimethylsilyl>-N⁶,2'-O-bis-<(tert-butyloxy)carbonyl>-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>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: 72.0%

3'-O-<(tert-butyl)dimethylsilyl>-N6,2'-O-bis-<(tert-butyloxy)carbonyl>-5'-O-(monomethoxytrityl)-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine (156046-06-9) → 3'-O-<(tert-butyl)dimethylsilyl>-N6,2'-O-bis-<(tert-butyloxy)carbonyl>-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine (156046-07-0)

Guidance literature:

With trichloroacetic acid; In dichloromethane; for 0.333333h; Ambient temperature;

DOI:10.1002/hlca.19940770104

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 3'-O-<(tert-butyl)dimethylsilyl>-N6,2'-O-bis-<(tert-butyloxy)carbonyl>-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine (156046-07-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / 4-(dimethylamino)pyridine / pyridine / 0.5 h / Ambient temperature

2: 72 percent / CCl₃COOH / CH₂Cl₂ / 0.33 h / Ambient temperature

With dmap; trichloroacetic acid; In pyridine; dichloromethane;

DOI:10.1002/hlca.19940770104

Reference yield:

2'-O-<(tert-butyl)dimethylsilyl>-5'-O-(monomethoxytrityl)-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine (112208-58-9) → 3'-O-<(tert-butyl)dimethylsilyl>-N6,2'-O-bis-<(tert-butyloxy)carbonyl>-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine (156046-07-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 47 percent / Et₃N / methanol / 5 h / Ambient temperature

2: 91 percent / 4-(dimethylamino)pyridine / pyridine / 0.5 h / Ambient temperature

3: 72 percent / CCl₃COOH / CH₂Cl₂ / 0.33 h / Ambient temperature

With dmap; triethylamine; trichloroacetic acid; In pyridine; methanol; dichloromethane;

DOI:10.1002/hlca.19940770104

upstream raw materials:

3'-O-<(tert-butyl)dimethylsilyl>-N⁶,2'-O-bis-<(tert-butyloxy)carbonyl>-5'-O-(monomethoxytrityl)-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine

di-tert-butyl dicarbonate

3'-O-<(tert-butyl)dimethylsilyl>-5'-O-(monomethoxytrityl)-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine

2'-O-<(tert-butyl)dimethylsilyl>-5'-O-(monomethoxytrityl)-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine

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