5'-deoxy-2',3'-bis-O-triethylsilyl-5'-[(N-methylcarbamoyl)amino]-N⁶-(N-phenylcarbamoyl)adenosine

Base Information

• Chemical Name: 5'-deoxy-2',3'-bis-O-triethylsilyl-5'-[(N-methylcarbamoyl)amino]-N⁶-(N-phenylcarbamoyl)adenosine
• CAS No.: 1401415-31-3
• Molecular Formula: C₃₁H₅₀N₈O₅Si₂
• Molecular Weight: 670.96

Synonyms:5'-deoxy-2',3'-bis-O-triethylsilyl-5'-[(N-methylcarbamoyl)amino]-N⁶-(N-phenylcarbamoyl)adenosine

Chemical Property of 5'-deoxy-2',3'-bis-O-triethylsilyl-5'-[(N-methylcarbamoyl)amino]-N⁶-(N-phenylcarbamoyl)adenosine

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 5'-deoxy-2',3'-bis-O-triethylsilyl-5'-[(N-methylcarbamoyl)amino]-N⁶-(N-phenylcarbamoyl)adenosine

There total 4 articles about 5'-deoxy-2',3'-bis-O-triethylsilyl-5'-[(N-methylcarbamoyl)amino]-N⁶-(N-phenylcarbamoyl)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:

4-nitrophenyl N-methylcarbamate (5819-21-6) + C29H47N7O4Si2 → 5'-deoxy-2',3'-bis-O-triethylsilyl-5'-[(N-methylcarbamoyl)amino]-N6-(N-phenylcarbamoyl)adenosine (1401415-31-3)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1016/j.bmcl.2012.08.050

Reference yield:

5'-azido-5'-deoxyadenosine (737-76-8) → 5'-deoxy-2',3'-bis-O-triethylsilyl-5'-[(N-methylcarbamoyl)amino]-N6-(N-phenylcarbamoyl)adenosine (1401415-31-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

2: dichloromethane / 120 h / 20 °C

3: 10% Pd/C; hydrogen / ethyl acetate

4: triethylamine / dichloromethane

With 1H-imidazole; 10% Pd/C; hydrogen; triethylamine; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2012.08.050

Reference yield:

5'-azido-5'-deoxy-2',3'-bis(O-triethylsilyl)adenosine (473907-68-5) → 5'-deoxy-2',3'-bis-O-triethylsilyl-5'-[(N-methylcarbamoyl)amino]-N6-(N-phenylcarbamoyl)adenosine (1401415-31-3)

Guidance literature:

Multi-step reaction with 3 steps

1: dichloromethane / 120 h / 20 °C

2: 10% Pd/C; hydrogen / ethyl acetate

3: triethylamine / dichloromethane

With 10% Pd/C; hydrogen; triethylamine; In dichloromethane; ethyl acetate;

DOI:10.1016/j.bmcl.2012.08.050

upstream raw materials:

5'-azido-5'-deoxy-2',3'-bis-O-triethylsilyl-N⁶-(N-phenylcarbamoyl)adenosine

4-nitrophenyl N-methylcarbamate

5'-azido-5'-deoxyadenosine

5'-azido-5'-deoxy-2',3'-bis(O-triethylsilyl)adenosine

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