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

Base Information

• Chemical Name: N₄-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-2',3',5'-tri-O-acetyl-cytidine
• CAS No.: 1312690-14-4
• Molecular Formula: C₃₂H₄₅N₃O₁₁Si
• Molecular Weight: 675.808

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

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

Chemical Property:

Purity/Quality:

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Safty Information:

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

There total 4 articles about N₄-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-2',3',5'-tri-O-acetyl-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:

2-[(triisopropylsilyl)oxy]-benzyl carbonochloridate (1312690-13-3) + 2',3',5'-tri-O-acetylcytidine (56787-28-1) → N4-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-2',3',5'-tri-O-acetyl-cytidine (1312690-14-4)

Guidance literature:

With 1-methyl-1H-imidazole; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jo200826h

Reference yield:

triisopropylsilyl chloride (13154-24-0) → N4-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-2',3',5'-tri-O-acetyl-cytidine (1312690-14-4)

Guidance literature:

Multi-step reaction with 3 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

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

DOI:10.1021/jo200826h

Reference yield:

salicylic alcohol (90-01-7) → N4-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-2',3',5'-tri-O-acetyl-cytidine (1312690-14-4)

Guidance literature:

Multi-step reaction with 3 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

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

DOI:10.1021/jo200826h

upstream raw materials:

2-[(triisopropylsilyl)oxy]-benzyl carbonochloridate

2',3',5'-tri-O-acetylcytidine

triisopropylsilyl chloride

salicylic alcohol

Downstream raw materials:

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

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

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

C₃₂H₄₉N₃O₁₀Si

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