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

Base Information

• Chemical Name: 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
• CAS No.: 644990-26-1
• Molecular Formula: C₃₈H₅₈N₆O₁₁Si₂
• Molecular Weight: 831.083

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of 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

There total 3 articles about 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 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: 81.0%

4-methoxy-2,6-dihydropyran (17327-22-9) + N6-N6-{[2-(4-nitrophenyl)ethoxy]carbonyl}-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)adenosine (644990-25-0) → 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 (644990-26-1)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; for 7h;

DOI:10.1002/hlca.200390205

Reference yield: 75.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 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) → 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 (644990-26-1)

Guidance literature:

In 1,2-dimethoxyethane; dichloromethane;

DOI:10.1002/hlca.200390205

Reference yield:

N6-methyl-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine (161001-99-6) → 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 (644990-26-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / pyridine / 72 h

2: 81 percent / TsOH*H₂O / CH₂Cl₂ / 7 h

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

DOI:10.1002/hlca.200390205

upstream raw materials:

diazomethane

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

4-methoxy-2,6-dihydropyran

N⁶-N⁶-{[2-(4-nitrophenyl)ethoxy]carbonyl}-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)adenosine

Downstream raw materials:

5'-O-{{2-{[5-(dimethylamino)naphthalen-1-yl]sulfonyl}ethoxy}carbonyl}-N⁶-methyl-N⁶-{[2-(4-mitrophenyl)ethoxy]carbonyl}-2'-O-(tetrahydro-4-methoxy-2H-pyran-4-yl)adenosine

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

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