5'-O-(2-dansylethoxycarbonyl)-2'-deoxy-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine 3'-<2-(4-nitrophenyl)ethyl N,N-diethylphosphoramidite>

Base Information

• Chemical Name: 5'-O-(2-dansylethoxycarbonyl)-2'-deoxy-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine 3'-<2-(4-nitrophenyl)ethyl N,N-diethylphosphoramidite>
• CAS No.: 156159-84-1
• Molecular Formula: C₄₆H₅₂N₉O₁₄PS
• Molecular Weight: 1018.01

Synonyms:

Chemical Property of 5'-O-(2-dansylethoxycarbonyl)-2'-deoxy-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine 3'-<2-(4-nitrophenyl)ethyl N,N-diethylphosphoramidite>

Chemical Property:

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Technology Process of 5'-O-(2-dansylethoxycarbonyl)-2'-deoxy-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine 3'-<2-(4-nitrophenyl)ethyl N,N-diethylphosphoramidite>

There total 3 articles about 5'-O-(2-dansylethoxycarbonyl)-2'-deoxy-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine 3'-<2-(4-nitrophenyl)ethyl N,N-diethylphosphoramidite> 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: 64.0%

chloro(diethylamino)<2-(4-nitrophenyl)ethoxy>phosphine (155865-87-5) + 5'-O-(2-dansylethoxycarbonyl)-2'-deoxy-N6-[2-(4-nitrophenyl)ethoxycarbonyl]adenosine (156159-73-8) → 5'-O-(2-dansylethoxycarbonyl)-2'-deoxy-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine 3'-<2-(4-nitrophenyl)ethyl N,N-diethylphosphoramidite> (156159-84-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 1.5h; Ambient temperature;

DOI:10.1002/hlca.19940770123

Reference yield:

2-(4-nitrophenyl)ethanol (100-27-6) → 5'-O-(2-dansylethoxycarbonyl)-2'-deoxy-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine 3'-<2-(4-nitrophenyl)ethyl N,N-diethylphosphoramidite> (156159-84-1)

Guidance literature:

Multi-step reaction with 3 steps

1: PCl₃ / diethyl ether / 3 h / Ambient temperature

2: tetrahydrofuran / 1 h / 35 °C

3: 64 percent / (i-Pr)2EtN / CH₂Cl₂ / 1.5 h / Ambient temperature

With N-ethyl-N,N-diisopropylamine; phosphorus trichloride; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1002/hlca.19940770123

Reference yield:

2-(4-nitrophenyl)ethyl chloride (20264-95-3) → 5'-O-(2-dansylethoxycarbonyl)-2'-deoxy-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine 3'-<2-(4-nitrophenyl)ethyl N,N-diethylphosphoramidite> (156159-84-1)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 1 h / 35 °C

2: 64 percent / (i-Pr)2EtN / CH₂Cl₂ / 1.5 h / Ambient temperature

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1002/hlca.19940770123

upstream raw materials:

chloro(diethylamino)<2-(4-nitrophenyl)ethoxy>phosphine

5'-O-(2-dansylethoxycarbonyl)-2'-deoxy-N⁶-[2-(4-nitrophenyl)ethoxycarbonyl]adenosine

2-(4-nitrophenyl)ethanol

2-(4-nitrophenyl)ethyl chloride

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