N₃-benzoyl-2'-O-[2-(2,2,2-trifluoroethoxycarbonyl)ethyl]-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine

Base Information

• Chemical Name: N₃-benzoyl-2'-O-[2-(2,2,2-trifluoroethoxycarbonyl)ethyl]-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine
• CAS No.: 949158-35-4
• Molecular Formula: C₃₃H₄₇F₃N₂O₁₀Si₂
• Molecular Weight: 744.91
• Mol file: 949158-35-4.mol

Synonyms:N₃-benzoyl-2'-O-[2-(2,2,2-trifluoroethoxycarbonyl)ethyl]-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine

Chemical Property of N₃-benzoyl-2'-O-[2-(2,2,2-trifluoroethoxycarbonyl)ethyl]-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N₃-benzoyl-2'-O-[2-(2,2,2-trifluoroethoxycarbonyl)ethyl]-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine

There total 1 articles about N₃-benzoyl-2'-O-[2-(2,2,2-trifluoroethoxycarbonyl)ethyl]-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine 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: 73.0%

2,2,2-trifluoroethyl acrylate (407-47-6,29036-64-4) + 3-benzoyl-1-[(6aR,8R,9R,9aS)-9-hydroxy-2,2,4,4-tetraisopropyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl]pyrimidine-2,4(1H,3H)-dione (86988-35-4) → N3-benzoyl-2'-O-[2-(2,2,2-trifluoroethoxycarbonyl)ethyl]-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine (949158-35-4)

Guidance literature:

With caesium carbonate; In tert-butyl alcohol; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jo101963z

Reference yield: 80.0%

N3-benzoyl-2'-O-[2-(2,2,2-trifluoroethoxycarbonyl)ethyl]-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine (949158-35-4) → N3-benzoyl-2'-O-[2-(2,2,2-trifluoroethoxy)carbonylethyl]uridine (949158-36-5)

Guidance literature:

With triethylamine tris(hydrogen fluoride); triethylamine; In tetrahydrofuran; at 20 ℃; for 0.5h;

Reference yield: 61.0%

N3-benzoyl-2'-O-[2-(2,2,2-trifluoroethoxycarbonyl)ethyl]-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine (949158-35-4) + aniline (62-53-3) → 2′-O-[2-(N-phenylcarbamoyl)ethyl]-3′,5′-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine (1620124-64-2)

Guidance literature:

at 180 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c4ob01260g

upstream raw materials:

2,2,2-trifluoroethyl acrylate

3-benzoyl-1-[(6aR,8R,9R,9aS)-9-hydroxy-2,2,4,4-tetraisopropyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl]pyrimidine-2,4(1H,3H)-dione

Downstream raw materials:

N₃-benzoyl-2'-O-[2-(2,2,2-trifluoroethoxy)carbonylethyl]uridine

5'-O-(4,4'-dimethoxytrityl)-2'-O-[2-(N,N-dimethylcarbamoyl)ethyl]uridine

2′-O-[2-(N-phenylcarbamoyl)ethyl]-3′,5′-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine

5′-O-(4,4′-dimethoxytrityl)-2′-O-[2-(N-phenylcarbamoyl)ethyl]uridine