N⁴-[2-(4-nitrophenyl)ethoxycarbonyl]-1-{2-O-[2-(4-nitrophenyl)ethoxycarbonyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-α-D-arabinofuranosyl}cytosine

Base Information

• Chemical Name: N⁴-[2-(4-nitrophenyl)ethoxycarbonyl]-1-{2-O-[2-(4-nitrophenyl)ethoxycarbonyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-α-D-arabinofuranosyl}cytosine
• CAS No.: 917376-41-1
• Molecular Formula: C₃₉H₅₃N₅O₁₄Si₂
• Molecular Weight: 872.046
• Mol file: 917376-41-1.mol

Synonyms:N⁴-[2-(4-nitrophenyl)ethoxycarbonyl]-1-{2-O-[2-(4-nitrophenyl)ethoxycarbonyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-α-D-arabinofuranosyl}cytosine

Chemical Property of N⁴-[2-(4-nitrophenyl)ethoxycarbonyl]-1-{2-O-[2-(4-nitrophenyl)ethoxycarbonyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-α-D-arabinofuranosyl}cytosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N⁴-[2-(4-nitrophenyl)ethoxycarbonyl]-1-{2-O-[2-(4-nitrophenyl)ethoxycarbonyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-α-D-arabinofuranosyl}cytosine

There total 3 articles about N⁴-[2-(4-nitrophenyl)ethoxycarbonyl]-1-{2-O-[2-(4-nitrophenyl)ethoxycarbonyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-α-D-arabinofuranosyl}cytosine 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: 97.0%

1-(3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-α-D-arabinofuranosyl)thymine (136317-58-3) + 1-methyl-3-[2-(4-nitrophenyl)ethoxycarbonyl]imidazolium chloride (88091-70-7) → N4-[2-(4-nitrophenyl)ethoxycarbonyl]-1-{2-O-[2-(4-nitrophenyl)ethoxycarbonyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-α-D-arabinofuranosyl}cytosine (917376-41-1)

Guidance literature:

With dmap; In dichloromethane; at 5 ℃; for 18h;

DOI:10.1080/15257770500267113

Reference yield:

1-(2,3,5-Tri-O-benzoyl-α-D-arabinofuranosyl)-5-methyluracil (80393-99-3) → N4-[2-(4-nitrophenyl)ethoxycarbonyl]-1-{2-O-[2-(4-nitrophenyl)ethoxycarbonyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-α-D-arabinofuranosyl}cytosine (917376-41-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / NaOMe / methanol / 0.75 h

2: 89 percent / pyridine / 15 h / 20 °C

3: 97 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 18 h / 5 °C

With pyridine; dmap; sodium methylate; In methanol; dichloromethane;

DOI:10.1080/15257770500267113

Reference yield:

1-(α-D-arabinofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione (4348-74-7,642082-80-2) → N4-[2-(4-nitrophenyl)ethoxycarbonyl]-1-{2-O-[2-(4-nitrophenyl)ethoxycarbonyl]-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-α-D-arabinofuranosyl}cytosine (917376-41-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / pyridine / 15 h / 20 °C

2: 97 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 18 h / 5 °C

With pyridine; dmap; In dichloromethane;

DOI:10.1080/15257770500267113

upstream raw materials:

1-(3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-α-D-arabinofuranosyl)thymine

1-methyl-3-[2-(4-nitrophenyl)ethoxycarbonyl]imidazolium chloride

1-(2,3,5-Tri-O-benzoyl-α-D-arabinofuranosyl)-5-methyluracil

1-(α-D-arabinofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione

Downstream raw materials:

N⁴-[2-(4-nitrophenyl)ethoxycarbonyl]-1-{5-O-(4,4'-dimethoxytrityl)-2-O-[2-(4-nitrophenyl)ethoxycarbonyl]-α-D-arabinofuranosyl}cytosine

N⁴-[2-(4-nitrophenyl)ethoxycarbonyl]-1-{5-O-(4-monomethoxytrityl)-2-O-[2-(4-nitrophenyl)ethoxycarbonyl]-α-D-arabinofuranosyl}cytosine

N⁴-[2-(4-nitrophenyl)ethoxycarbonyl]-1-{2-O-[2-(4-nitrophenyl)ethoxycarbonyl]-α-D-arabinofuranosyl}cytosine