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

Base Information

• Chemical Name: 5′-O-(4,4′-dimethoxytrityl)-N³-benzoyl-2′-O-(2-methoxycarbonylethyl)uridine 3′-(2-cyanoethyl N,N-diisopropylphosphoramidite)
• CAS No.: 1620124-70-0
• Molecular Formula: C₅₀H₅₇N₄O₁₂P
• Molecular Weight: 936.996

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

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

Chemical Property:

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

There total 3 articles about 5′-O-(4,4′-dimethoxytrityl)-N³-benzoyl-2′-O-(2-methoxycarbonylethyl)uridine 3′-(2-cyanoethyl N,N-diisopropylphosphoramidite) 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: 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

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)-N3-benzoyl-2′-O-(2-methoxycarbonylethyl)uridine 3′-(2-cyanoethyl N,N-diisopropylphosphoramidite) (1620124-70-0)

Guidance literature:

Multi-step reaction with 3 steps

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

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

3: diisopropylamine; 1H-tetrazole / acetonitrile / 12 h / 20 °C / Inert atmosphere

With pyridine; 1H-tetrazole; triethylamine tris(hydrogen fluoride); triethylamine; diisopropylamine; In tetrahydrofuran; acetonitrile;

DOI:10.1039/c4ob01260g

Reference yield:

N3-benzoyl-2′-O-(2-methoxycarbonylethyl)uridine (1620124-65-3) → 5′-O-(4,4′-dimethoxytrityl)-N3-benzoyl-2′-O-(2-methoxycarbonylethyl)uridine 3′-(2-cyanoethyl N,N-diisopropylphosphoramidite) (1620124-70-0)

Guidance literature:

Multi-step reaction with 2 steps

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

2: diisopropylamine; 1H-tetrazole / acetonitrile / 12 h / 20 °C / Inert atmosphere

With pyridine; 1H-tetrazole; diisopropylamine; In acetonitrile;

DOI:10.1039/c4ob01260g

upstream raw materials:

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

N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite

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

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

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