N³-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(2-methoxycarbonylethyl)uridine

Base Information

• Chemical Name: N³-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(2-methoxycarbonylethyl)uridine
• CAS No.: 1620124-68-6
• Molecular Formula: C₄₁H₄₀N₂O₁₁
• Molecular Weight: 736.775

Synonyms:N³-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(2-methoxycarbonylethyl)uridine

Chemical Property of N³-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(2-methoxycarbonylethyl)uridine

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Technology Process of N³-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(2-methoxycarbonylethyl)uridine

There total 2 articles about N³-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(2-methoxycarbonylethyl)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: 82.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + N3-benzoyl-2′-O-(2-methoxycarbonylethyl)uridine (1620124-65-3) → N3-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(2-methoxycarbonylethyl)uridine (1620124-68-6)

Guidance literature:

With pyridine; at 20 ℃; for 12h; 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) → N3-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(2-methoxycarbonylethyl)uridine (1620124-68-6)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine tris(hydrogen fluoride); triethylamine / tetrahydrofuran / 6 h / 20 °C / Inert atmosphere

2: pyridine / 12 h / 20 °C / Inert atmosphere

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

DOI:10.1039/c4ob01260g

Reference yield: 75.0%

N3-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(2-methoxycarbonylethyl)uridine (1620124-68-6) + N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite (102691-36-1) → 5′-O-(4,4′-dimethoxytrityl)-N3-benzoyl-2′-O-(2-methoxycarbonylethyl)uridine 3′-(2-cyanoethyl N,N-diisopropylphosphoramidite) (1620124-70-0)

Guidance literature:

With 1H-tetrazole; diisopropylamine; In acetonitrile; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c4ob01260g

upstream raw materials:

4,4'-dimethoxytrityl chloride

N³-benzoyl-2′-O-(2-methoxycarbonylethyl)uridine

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

Downstream raw materials:

5′-O-(4,4′-dimethoxytrityl)-N³-benzoyl-2′-O-(2-methoxycarbonylethyl)uridine 3′-(2-cyanoethyl N,N-diisopropylphosphoramidite)

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