5'-O-(2-dansylethoxycarbonyl)-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)adenosine

Base Information

• Chemical Name: 5'-O-(2-dansylethoxycarbonyl)-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)adenosine
• CAS No.: 155865-68-2
• Molecular Formula: C₄₀H₄₅N₇O₁₄S
• Molecular Weight: 879.902

Synonyms:5'-O-(2-dansylethoxycarbonyl)-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)adenosine

Chemical Property of 5'-O-(2-dansylethoxycarbonyl)-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)adenosine

Chemical Property:

Purity/Quality:

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Technology Process of 5'-O-(2-dansylethoxycarbonyl)-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)adenosine

There total 5 articles about 5'-O-(2-dansylethoxycarbonyl)-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)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: 14.0%

2-dansylethyl chloroformate hydrochloride + N6-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)adenosine (155834-50-7) → 5'-O-(2-dansylethoxycarbonyl)-N6-<2-(4-nitrophenyl)ethoxycarbonyl>-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)adenosine (155865-68-2) + 3',5'-O-bis(2-dansylethoxycarbonyl)-N6-<2-(4-nitrophenyl)ethoxycarbonyl>-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)adenosine

Guidance literature:

In pyridine; at 0 ℃; for 1h;

DOI:10.1002/hlca.19940770209

Reference yield:

4-methoxy-2,6-dihydropyran (17327-22-9) → 5'-O-(2-dansylethoxycarbonyl)-N6-<2-(4-nitrophenyl)ethoxycarbonyl>-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)adenosine (155865-68-2)

Guidance literature:

Multi-step reaction with 3 steps

1: p-TsOH*H₂O / CH₂Cl₂ / 5.5 h / Ambient temperature

2: Bu₄NF*3H₂O / tetrahydrofuran; acetic acid / 1.5 h / Ambient temperature

3: 63 percent / pyridine / 1 h / 0 °C

With tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; In tetrahydrofuran; pyridine; dichloromethane; acetic acid;

DOI:10.1002/hlca.19940770209

Reference yield:

N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine (88121-73-7) → 5'-O-(2-dansylethoxycarbonyl)-N6-<2-(4-nitrophenyl)ethoxycarbonyl>-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)adenosine (155865-68-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 83 percent / pyridine / 17 h / Ambient temperature

2: p-TsOH*H₂O / CH₂Cl₂ / 5.5 h / Ambient temperature

3: Bu₄NF*3H₂O / tetrahydrofuran; acetic acid / 1.5 h / Ambient temperature

4: 63 percent / pyridine / 1 h / 0 °C

With tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; In tetrahydrofuran; pyridine; dichloromethane; acetic acid;

DOI:10.1002/hlca.19940770209

upstream raw materials:

N⁶-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)adenosine

4-methoxy-2,6-dihydropyran

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

N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)adenosine

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