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

Base Information

• Chemical Name: 2'-deoxy-5'-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-N⁴-{[2-(4-nitrophenyl)ethoxy]carbonyl}cytidine
• CAS No.: 199792-79-5
• Molecular Formula: C₂₆H₃₈N₄O₈Si
• Molecular Weight: 562.695

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

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

Chemical Property:

Purity/Quality:

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

There total 1 articles about 2'-deoxy-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: 71.0%

chlorodimethyl(1,1,2-trimethylpropyl)silane (67373-56-2) + 2'-deoxy-N4-{[2-(4-nitrophenyl)ethoxy]carbonyl}cytidine (88091-67-2) → 2'-deoxy-5'-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-N4-{[2-(4-nitrophenyl)ethoxy]carbonyl}cytidine (199792-79-5) + 2'-deoxy-3',5'-bis-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-N4-{[2-(4-nitrophenyl)ethoxy]carbonyl}cytidine

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 2h; Ambient temperature;

DOI:10.1080/07328319708006249

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:

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)-N4-{[2-(4-nitrophenyl)ethoxy]carbonyl}cytidine (151170-92-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / pyridine / 2 h / 60 °C

2: 90 percent / (Bu₄N)F*H₂O; AcOH / tetrahydrofuran / 288 h / 20 °C

With pyridine; tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; 1: Condensation / 2: desilylation;

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

upstream raw materials:

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

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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