3'-deoxy-5'-O-(monomethoxytrityl)-N⁶-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-adenylic acid 2-{[6-(dibenzoylamino)-9H-purin-9-yl]methoxy}ethyl 2-(4-nitrophenyl)ethyl ester

Base Information

• Chemical Name: 3'-deoxy-5'-O-(monomethoxytrityl)-N⁶-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-adenylic acid 2-{[6-(dibenzoylamino)-9H-purin-9-yl]methoxy}ethyl 2-(4-nitrophenyl)ethyl ester
• CAS No.: 486424-68-4
• Molecular Formula: C₆₉H₆₁N₁₂O₁₆P
• Molecular Weight: 1345.29

Synonyms:3'-deoxy-5'-O-(monomethoxytrityl)-N⁶-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-adenylic acid 2-{[6-(dibenzoylamino)-9H-purin-9-yl]methoxy}ethyl 2-(4-nitrophenyl)ethyl ester

Chemical Property of 3'-deoxy-5'-O-(monomethoxytrityl)-N⁶-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-adenylic acid 2-{[6-(dibenzoylamino)-9H-purin-9-yl]methoxy}ethyl 2-(4-nitrophenyl)ethyl ester

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Technology Process of 3'-deoxy-5'-O-(monomethoxytrityl)-N⁶-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-adenylic acid 2-{[6-(dibenzoylamino)-9H-purin-9-yl]methoxy}ethyl 2-(4-nitrophenyl)ethyl ester

There total 3 articles about 3'-deoxy-5'-O-(monomethoxytrityl)-N⁶-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-adenylic acid 2-{[6-(dibenzoylamino)-9H-purin-9-yl]methoxy}ethyl 2-(4-nitrophenyl)ethyl ester 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: 86.0%

3'-deoxy-5'-O-(monomethoxytrityl)-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine 2'-<2-(4-nitrophenyl)ethyl diisopropylphosphoramidite> (156046-19-4) + N-benzoyl-N-{9-[(2-hydroxyethoxy)methyl]-9H-purin-6-yl}benzamide → 3'-deoxy-5'-O-(monomethoxytrityl)-N6-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-adenylic acid 2-{[6-(dibenzoylamino)-9H-purin-9-yl]methoxy}ethyl 2-(4-nitrophenyl)ethyl ester (486424-68-4)

Guidance literature:

With 1H-tetrazole; In acetonitrile; for 3h;

DOI:10.1002/1522-2675(200208)85:8<2284::AID-HLCA2284>3.0.CO;2-E

Reference yield:

benzoyl chloride (98-88-4) → 3'-deoxy-5'-O-(monomethoxytrityl)-N6-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-adenylic acid 2-{[6-(dibenzoylamino)-9H-purin-9-yl]methoxy}ethyl 2-(4-nitrophenyl)ethyl ester (486424-68-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / pyridine / 20 h / 20 °C

2: 86 percent / 1H-tetrazole / acetonitrile / 3 h

With pyridine; 1H-tetrazole; In acetonitrile;

DOI:10.1002/1522-2675(200208)85:8<2284::AID-HLCA2284>3.0.CO;2-E

Reference yield:

9-{{2-[(4,4'-dimethoxytrityl)oxy]etoxy}methyl}adenine (201855-19-8) → 3'-deoxy-5'-O-(monomethoxytrityl)-N6-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-adenylic acid 2-{[6-(dibenzoylamino)-9H-purin-9-yl]methoxy}ethyl 2-(4-nitrophenyl)ethyl ester (486424-68-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / pyridine / 20 h / 20 °C

2: 86 percent / 1H-tetrazole / acetonitrile / 3 h

With pyridine; 1H-tetrazole; In acetonitrile;

DOI:10.1002/1522-2675(200208)85:8<2284::AID-HLCA2284>3.0.CO;2-E

upstream raw materials:

3'-deoxy-5'-O-(monomethoxytrityl)-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine 2'-<2-(4-nitrophenyl)ethyl diisopropylphosphoramidite>

benzoyl chloride

9-{{2-[(4,4'-dimethoxytrityl)oxy]etoxy}methyl}adenine

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