N₃-benzoyl-2'-O-(2-methoxycarbonylethyl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine

Base Information

• Chemical Name: N₃-benzoyl-2'-O-(2-methoxycarbonylethyl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine
• CAS No.: 949158-26-3
• Molecular Formula: C₃₂H₄₈N₂O₁₀Si₂
• Molecular Weight: 676.912

Synonyms:N₃-benzoyl-2'-O-(2-methoxycarbonylethyl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine

Chemical Property of N₃-benzoyl-2'-O-(2-methoxycarbonylethyl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of N₃-benzoyl-2'-O-(2-methoxycarbonylethyl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine

There total 1 articles about N₃-benzoyl-2'-O-(2-methoxycarbonylethyl)-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: 71.0%

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) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → N3-benzoyl-2'-O-(2-methoxycarbonylethyl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine (949158-26-3)

Guidance literature:

With caesium carbonate; In tert-butyl alcohol; at 20 ℃; for 4h;

Reference yield: 99.0%

N3-benzoyl-2'-O-(2-methoxycarbonylethyl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine (949158-26-3) → N3-benzoyl-2′-O-(2-methoxycarbonylethyl)uridine (1620124-65-3)

Guidance literature:

With triethylamine tris(hydrogen fluoride); triethylamine; In tetrahydrofuran; at 20 ℃; for 6h; Inert atmosphere;

DOI:10.1039/c4ob01260g

Reference yield:

N3-benzoyl-2'-O-(2-methoxycarbonylethyl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine (949158-26-3) → 5'-O-(4,4'-dimethoxytrityl)-2'-O-[2-(N-methylcarbamoyl)ethyl]uridine (949158-33-2)

Guidance literature:

Multi-step reaction with 3 steps

1: methanol / 2 h / 20 °C / Inert atmosphere

2: triethylamine tris(hydrogen fluoride); triethylamine / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

3: pyridine / 4 h / 20 °C / Inert atmosphere

With triethylamine tris(hydrogen fluoride); triethylamine; In tetrahydrofuran; pyridine; methanol;

DOI:10.1021/jo101963z

upstream raw materials:

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

acrylic acid methyl ester

Downstream raw materials:

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

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

C₃₃H₃₄N₂O₁₀

5′-O-(4,4′-dimethoxytrityl)-2′-O-(2-carbamoylethyl)uridine

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