N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)adenosine

Base Information

• Chemical Name: N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)adenosine
• CAS No.: 155834-44-9
• Molecular Formula: C₃₇H₅₆N₆O₁₁Si₂
• Molecular Weight: 817.056

Synonyms:

Chemical Property of N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)adenosine

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)adenosine

There total 3 articles about N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)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-methoxy-2,6-dihydropyran (17327-22-9) + N6-<2-(4-nitrophenyl)ethoxycarbonyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)adenosine (111244-87-2) → N6-<2-(4-nitrophenyl)ethoxycarbonyl>-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)adenosine (155834-44-9)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; for 5.5h; Ambient temperature;

DOI:10.1002/hlca.19940770209

Reference yield:

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane (69304-37-6) → N6-<2-(4-nitrophenyl)ethoxycarbonyl>-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)adenosine (155834-44-9)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With toluene-4-sulfonic acid; In pyridine; dichloromethane;

DOI:10.1002/hlca.19940770209

Reference yield:

N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine (88121-73-7) → N6-<2-(4-nitrophenyl)ethoxycarbonyl>-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)adenosine (155834-44-9)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With toluene-4-sulfonic acid; In pyridine; dichloromethane;

DOI:10.1002/hlca.19940770209

upstream raw materials:

4-methoxy-2,6-dihydropyran

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

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane

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

Downstream raw materials:

N⁶-methyl-N⁶-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)adenosine

N₆-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)adenosine 5'-[2-(2-nitrophenyl)propyl carbonate]

N₆-{[2-(4-nitrophenyl)ethoxy]carbonyl}-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)adenosine 3'-(2-cyanoethyl N,N-diisopropylphosphoramidite) 5'-[2-(2-nitrophenyl)propyl carbonate]

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

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