3',5'-O-[1,1,3,3-Tetrakis(1-methylethyl)-1,3-disiloxanediyl]uridine 2'-(4-nitrophenyl carbonate)

Base Information

• Chemical Name: 3',5'-O-[1,1,3,3-Tetrakis(1-methylethyl)-1,3-disiloxanediyl]uridine 2'-(4-nitrophenyl carbonate)
• CAS No.: 202533-73-1
• Molecular Formula: C28H41N3O11Si2
• Molecular Weight: 651.818
• Mol file: 202533-73-1.mol

Synonyms:3',5'-O-[1,1,3,3-Tetrakis(1-methylethyl)-1,3-disiloxanediyl]uridine 2'-(4-nitrophenyl carbonate)

Chemical Property of 3',5'-O-[1,1,3,3-Tetrakis(1-methylethyl)-1,3-disiloxanediyl]uridine 2'-(4-nitrophenyl carbonate)

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3',5'-O-[1,1,3,3-Tetrakis(1-methylethyl)-1,3-disiloxanediyl]uridine 2'-(4-nitrophenyl carbonate)

There total 1 articles about 3',5'-O-[1,1,3,3-Tetrakis(1-methylethyl)-1,3-disiloxanediyl]uridine 2'-(4-nitrophenyl carbonate) 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: 100.0%

4-Nitrophenyl chloroformate (7693-46-1) + 3',5'-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine (69304-38-7) → 2′-O-(4-nitrophenoxycarbonyl)-3′,5′-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine (202533-73-1)

Guidance literature:

With pyridine; dmap; at 20 ℃; for 16h;

Reference yield:

2′-O-(4-nitrophenoxycarbonyl)-3′,5′-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine (202533-73-1) → 2′-O-[N-(2-acetylthio)-ethylcarbamoyl]-5′-O-(4,4′-dimethoxytrityl)uridine

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine; triethylamine / 4 h / 20 °C / Inert atmosphere

2: 18-crown-6 ether / acetonitrile / 20 °C / Inert atmosphere

3: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere

4: pyridine; N-ethyl-N,N-diisopropylamine / dichloromethane / 7 h / 20 °C / Inert atmosphere

With pyridine; 18-crown-6 ether; triethylamine tris(hydrogen fluoride); triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1002/ejoc.201900740

Reference yield:

2′-O-(4-nitrophenoxycarbonyl)-3′,5′-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine (202533-73-1) → 2′-O-[N-(2-acetylthio)ethylcarbamoyl]-3′-O-(2-cyanoethyl-N,N-diisopropylphosphoramidite)-5′-O-(4,4′-dimethoxytrityl)uridine

Guidance literature:

Multi-step reaction with 5 steps

1: pyridine; triethylamine / 4 h / 20 °C / Inert atmosphere

2: 18-crown-6 ether / acetonitrile / 20 °C / Inert atmosphere

3: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere

4: pyridine; N-ethyl-N,N-diisopropylamine / dichloromethane / 7 h / 20 °C / Inert atmosphere

5: N-ethyl-N,N-diisopropylamine / dichloromethane / 3.5 h / 20 °C / Inert atmosphere

With pyridine; 18-crown-6 ether; triethylamine tris(hydrogen fluoride); triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1002/ejoc.201900740

upstream raw materials:

4-Nitrophenyl chloroformate

3',5'-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine