N₄-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-3',5'-O-di-tert-butylsilanediyl-cytidine

Base Information

• Chemical Name: N₄-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-3',5'-O-di-tert-butylsilanediyl-cytidine
• CAS No.: 1312690-16-6
• Molecular Formula: C₃₄H₅₅N₃O₈Si₂
• Molecular Weight: 689.997

Synonyms:N₄-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-3',5'-O-di-tert-butylsilanediyl-cytidine

Chemical Property of N₄-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-3',5'-O-di-tert-butylsilanediyl-cytidine

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of N₄-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-3',5'-O-di-tert-butylsilanediyl-cytidine

There total 6 articles about N₄-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-3',5'-O-di-tert-butylsilanediyl-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: 89.0%

N4-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-cytidine (1312690-15-5) + di-tert-butylchlorosilane (56310-18-0) → N4-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-3',5'-O-di-tert-butylsilanediyl-cytidine (1312690-16-6)

Guidance literature:

With silver nitrate; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1021/jo200826h

Reference yield:

salicylic alcohol (90-01-7) → N4-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-3',5'-O-di-tert-butylsilanediyl-cytidine (1312690-16-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 4 °C

1.2: -55 °C

2.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.83 h / 0 - 20 °C / Inert atmosphere

3.1: 1-methyl-1H-imidazole / dichloromethane / 2 h / 20 °C / Inert atmosphere

4.1: ethanol; sodium hydroxide / 2 h / 20 °C

5.1: silver nitrate / N,N-dimethyl-formamide / 0 - 20 °C

With 1-methyl-1H-imidazole; ethanol; sodium hydride; silver nitrate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo200826h

Reference yield:

triisopropylsilyl chloride (13154-24-0) → N4-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-3',5'-O-di-tert-butylsilanediyl-cytidine (1312690-16-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 4 °C

1.2: -55 °C

2.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.83 h / 0 - 20 °C / Inert atmosphere

3.1: 1-methyl-1H-imidazole / dichloromethane / 2 h / 20 °C / Inert atmosphere

4.1: ethanol; sodium hydroxide / 2 h / 20 °C

5.1: silver nitrate / N,N-dimethyl-formamide / 0 - 20 °C

With 1-methyl-1H-imidazole; ethanol; sodium hydride; silver nitrate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo200826h

upstream raw materials:

2-[(triisopropylsilyl)oxy]-benzyl carbonochloridate

N₄-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-2',3',5'-tri-O-acetyl-cytidine

N₄-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-cytidine

di-tert-butylchlorosilane

Downstream raw materials:

N₄-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-3',5'-O-di-tert-butylsilanediyl-2'-O-methylthiomethyl-cytidine

N₄-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-5'-O-(4,4'-dimethoxytrityl)-2'-O-pivaloyloxymethyl-3'-O-(2-cyanoethyl-N,N-diisopropylphosphoramidite)-cytidine

N₄-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-5'-O-(4,4'-dimethoxytrityl)-2'-O-pivaloyloxymethyl-cytidine

C₃₂H₄₉N₃O₁₀Si

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