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

Base Information

• Chemical Name: N₄-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-5'-O-(4,4'-dimethoxytrityl)-2'-O-pivaloyloxymethyl-cytidine
• CAS No.: 1312690-23-5
• Molecular Formula: C₅₃H₆₇N₃O₁₂Si
• Molecular Weight: 966.213
• Mol file: 1312690-23-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 11 articles about N₄-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-5'-O-(4,4'-dimethoxytrityl)-2'-O-pivaloyloxymethyl-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:

N4-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-3',5'-O-di-tert-butylsilanediyl-cytidine (1312690-16-6) → N4-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-5'-O-(4,4'-dimethoxytrityl)-2'-O-pivaloyloxymethyl-cytidine (1312690-23-5)

Guidance literature:

Multi-step reaction with 5 steps

1: acetic anhydride / acetic acid / 24 h / 35 °C

2: sulfuryl dichloride / dichloromethane / 2 h / 20 °C / Inert atmosphere

3: 15-crown-5 / dichloromethane / 2 h / 20 °C

4: pyridine hydrogenfluoride / pyridine; dichloromethane / 1 h / 0 °C / Inert atmosphere

5: pyridine / 20 °C / Inert atmosphere

With pyridine; sulfuryl dichloride; 15-crown-5; acetic anhydride; pyridine hydrogenfluoride; In pyridine; dichloromethane; acetic acid;

DOI:10.1021/jo200826h

Reference yield:

N4-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-3',5'-O-di-tert-butylsilanediyl-2'-O-methylthiomethyl-cytidine (1312690-17-7) → N4-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-5'-O-(4,4'-dimethoxytrityl)-2'-O-pivaloyloxymethyl-cytidine (1312690-23-5)

Guidance literature:

Multi-step reaction with 4 steps

1: sulfuryl dichloride / dichloromethane / 2 h / 20 °C / Inert atmosphere

2: 15-crown-5 / dichloromethane / 2 h / 20 °C

3: pyridine hydrogenfluoride / pyridine; dichloromethane / 1 h / 0 °C / Inert atmosphere

4: pyridine / 20 °C / Inert atmosphere

With pyridine; sulfuryl dichloride; 15-crown-5; pyridine hydrogenfluoride; In pyridine; dichloromethane;

DOI:10.1021/jo200826h

Reference yield:

N4-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-cytidine (1312690-15-5) → N4-{{{2-[(triisopropylsilyl)oxy]benzyl}oxy}carbonyl}-5'-O-(4,4'-dimethoxytrityl)-2'-O-pivaloyloxymethyl-cytidine (1312690-23-5)

Guidance literature:

Multi-step reaction with 6 steps

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

2: acetic anhydride / acetic acid / 24 h / 35 °C

3: sulfuryl dichloride / dichloromethane / 2 h / 20 °C / Inert atmosphere

4: 15-crown-5 / dichloromethane / 2 h / 20 °C

5: pyridine hydrogenfluoride / pyridine; dichloromethane / 1 h / 0 °C / Inert atmosphere

6: pyridine / 20 °C / Inert atmosphere

With pyridine; sulfuryl dichloride; 15-crown-5; acetic anhydride; pyridine hydrogenfluoride; silver nitrate; In pyridine; dichloromethane; acetic acid; N,N-dimethyl-formamide;

DOI:10.1021/jo200826h

upstream 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

2-[(triisopropylsilyl)oxy]-benzyl carbonochloridate

Downstream raw materials:

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