5'-O-(dimethoxytrityl)-N⁶-[2-(4-nitrophenyl)ethoxycarbonyl]-3'-O-[2-(4-nitrophenyl)ethylsulfonyl]adenosine 2'-(2-cyanoethyl N,N-diisopropylphosphoramidite)

Base Information

• Chemical Name: 5'-O-(dimethoxytrityl)-N⁶-[2-(4-nitrophenyl)ethoxycarbonyl]-3'-O-[2-(4-nitrophenyl)ethylsulfonyl]adenosine 2'-(2-cyanoethyl N,N-diisopropylphosphoramidite)
• CAS No.: 156046-21-8
• Molecular Formula: C₅₇H₆₂N₉O₁₅PS
• Molecular Weight: 1176.21

Synonyms:5'-O-(dimethoxytrityl)-N⁶-[2-(4-nitrophenyl)ethoxycarbonyl]-3'-O-[2-(4-nitrophenyl)ethylsulfonyl]adenosine 2'-(2-cyanoethyl N,N-diisopropylphosphoramidite)

Chemical Property of 5'-O-(dimethoxytrityl)-N⁶-[2-(4-nitrophenyl)ethoxycarbonyl]-3'-O-[2-(4-nitrophenyl)ethylsulfonyl]adenosine 2'-(2-cyanoethyl N,N-diisopropylphosphoramidite)

Chemical Property:

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Technology Process of 5'-O-(dimethoxytrityl)-N⁶-[2-(4-nitrophenyl)ethoxycarbonyl]-3'-O-[2-(4-nitrophenyl)ethylsulfonyl]adenosine 2'-(2-cyanoethyl N,N-diisopropylphosphoramidite)

There total 6 articles about 5'-O-(dimethoxytrityl)-N⁶-[2-(4-nitrophenyl)ethoxycarbonyl]-3'-O-[2-(4-nitrophenyl)ethylsulfonyl]adenosine 2'-(2-cyanoethyl N,N-diisopropylphosphoramidite) 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%

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) + 5'-O-(dimethoxytrityl)-N6-<2-(4-nitrophenyl)ethoxycarbonyl>-3'-O-<2-(4-nitrophenyl)ethylsulfonyl>adenosine (156046-17-2) → 5'-O-(dimethoxytrityl)-N6-[2-(4-nitrophenyl)ethoxycarbonyl]-3'-O-[2-(4-nitrophenyl)ethylsulfonyl]adenosine 2'-(2-cyanoethyl N,N-diisopropylphosphoramidite) (156046-21-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; acetonitrile; for 3h; Ambient temperature;

DOI:10.1002/hlca.19940770104

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → 5'-O-(dimethoxytrityl)-N6-[2-(4-nitrophenyl)ethoxycarbonyl]-3'-O-[2-(4-nitrophenyl)ethylsulfonyl]adenosine 2'-(2-cyanoethyl N,N-diisopropylphosphoramidite) (156046-21-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 92 percent / pyridine / 17 h / Ambient temperature

2: 33 percent / 1H-imidazole / pyridine / 26 h / Ambient temperature

3: 98 percent / pyridine / 1.25 h / Ambient temperature

4: 55 percent / Bu₄NF*3H₂O / tetrahydrofuran / 0.5 h / -5 °C

5: 86 percent / N,N-diisopropylethylamine / CH₂Cl₂; acetonitrile / 3 h / Ambient temperature

With pyridine; 1H-imidazole; tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; pyridine; dichloromethane; acetonitrile;

DOI:10.1002/hlca.19940770104

Reference yield:

N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine (88121-73-7) → 5'-O-(dimethoxytrityl)-N6-[2-(4-nitrophenyl)ethoxycarbonyl]-3'-O-[2-(4-nitrophenyl)ethylsulfonyl]adenosine 2'-(2-cyanoethyl N,N-diisopropylphosphoramidite) (156046-21-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 92 percent / pyridine / 17 h / Ambient temperature

2: 33 percent / 1H-imidazole / pyridine / 26 h / Ambient temperature

3: 98 percent / pyridine / 1.25 h / Ambient temperature

4: 55 percent / Bu₄NF*3H₂O / tetrahydrofuran / 0.5 h / -5 °C

5: 86 percent / N,N-diisopropylethylamine / CH₂Cl₂; acetonitrile / 3 h / Ambient temperature

With pyridine; 1H-imidazole; tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; pyridine; dichloromethane; acetonitrile;

DOI:10.1002/hlca.19940770104

upstream raw materials:

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine

5'-O-(dimethoxytrityl)-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>-3'-O-<2-(4-nitrophenyl)ethylsulfonyl>adenosine

4,4'-dimethoxytrityl chloride

N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine

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