2'-deoxy-3'-O-(4,4'-dimethoxytrityl)-5'-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-N⁴-{[2-(4-nitrophenyl)ethoxy]carbonyl}cytidine

Base Information

• Chemical Name: 2'-deoxy-3'-O-(4,4'-dimethoxytrityl)-5'-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-N⁴-{[2-(4-nitrophenyl)ethoxy]carbonyl}cytidine
• CAS No.: 199792-89-7
• Molecular Formula: C₄₇H₅₆N₄O₁₀Si
• Molecular Weight: 865.068

Synonyms:2'-deoxy-3'-O-(4,4'-dimethoxytrityl)-5'-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-N⁴-{[2-(4-nitrophenyl)ethoxy]carbonyl}cytidine

Chemical Property of 2'-deoxy-3'-O-(4,4'-dimethoxytrityl)-5'-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-N⁴-{[2-(4-nitrophenyl)ethoxy]carbonyl}cytidine

Chemical Property:

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Technology Process of 2'-deoxy-3'-O-(4,4'-dimethoxytrityl)-5'-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-N⁴-{[2-(4-nitrophenyl)ethoxy]carbonyl}cytidine

There total 3 articles about 2'-deoxy-3'-O-(4,4'-dimethoxytrityl)-5'-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-N⁴-{[2-(4-nitrophenyl)ethoxy]carbonyl}cytidine 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: 95.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + 2'-deoxy-5'-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-N4-{[2-(4-nitrophenyl)ethoxy]carbonyl}cytidine (199792-79-5) → 2'-deoxy-3'-O-(4,4'-dimethoxytrityl)-5'-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-N4-{[2-(4-nitrophenyl)ethoxy]carbonyl}cytidine (199792-89-7)

Guidance literature:

With pyridine; at 0 ℃;

DOI:10.1080/07328319708006249

Reference yield:

chlorodimethyl(1,1,2-trimethylpropyl)silane (67373-56-2) → 2'-deoxy-3'-O-(4,4'-dimethoxytrityl)-5'-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-N4-{[2-(4-nitrophenyl)ethoxy]carbonyl}cytidine (199792-89-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / 1H-imidazole / dimethylformamide / 2 h / 20 °C

2: 95 percent / pyridine / 2 h / 60 °C

With pyridine; 1H-imidazole; In N,N-dimethyl-formamide; 1: Condensation / 2: Condensation;

DOI:10.1002/1522-2675(20000809)83:8<2023::AID-HLCA2023>3.0.CO;2-P

Reference yield:

2'-deoxy-N4-{[2-(4-nitrophenyl)ethoxy]carbonyl}cytidine (88091-67-2) → 2'-deoxy-3'-O-(4,4'-dimethoxytrityl)-5'-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-N4-{[2-(4-nitrophenyl)ethoxy]carbonyl}cytidine (199792-89-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / 1H-imidazole / dimethylformamide / 2 h / 20 °C

2: 95 percent / pyridine / 2 h / 60 °C

With pyridine; 1H-imidazole; In N,N-dimethyl-formamide; 1: Condensation / 2: Condensation;

DOI:10.1002/1522-2675(20000809)83:8<2023::AID-HLCA2023>3.0.CO;2-P

upstream raw materials:

4,4'-dimethoxytrityl chloride

2'-deoxy-5'-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-N⁴-{[2-(4-nitrophenyl)ethoxy]carbonyl}cytidine

chlorodimethyl(1,1,2-trimethylpropyl)silane

2'-deoxy-N⁴-{[2-(4-nitrophenyl)ethoxy]carbonyl}cytidine

Downstream raw materials:

2'-deoxy-3'-O-(4,4'-dimethoxytrityl)-N⁴-{[2-(4-nitrophenyl)ethoxy]carbonyl}cytidine

2'-deoxy-3'-O-(4,4'-dimethoxytrityl)-N⁴-{[2-(4-nitrophenyl)ethoxy]carbonyl}cytidine 5'-(hydrogen butanedioate)

2'-deoxy-3'-O-(4,4'-dimethoxytrityl)-N⁴-{[2-(4-nitrophenyl)ethoxy]carbonyl}cytidine 5'-(2-cyanoethyl diisopropylphosphoramidite)

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