2-[(triisopropylsilyl)oxy]-benzyl carbonochloridate

Base Information

• Chemical Name: 2-[(triisopropylsilyl)oxy]-benzyl carbonochloridate
• CAS No.: 1312690-13-3
• Molecular Formula: C₁₇H₂₇ClO₃Si
• Molecular Weight: 342.938

Synonyms:

Chemical Property of 2-[(triisopropylsilyl)oxy]-benzyl carbonochloridate

Chemical Property:

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Technology Process of 2-[(triisopropylsilyl)oxy]-benzyl carbonochloridate

There total 2 articles about 2-[(triisopropylsilyl)oxy]-benzyl carbonochloridate 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:

bis(trichloromethyl) carbonate (32315-10-9) + (2-{[tris(propan-2-yl)silyl]oxy}phenyl)methanol (211617-72-0) → 2-[(triisopropylsilyl)oxy]-benzyl carbonochloridate (1312690-13-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 0 - 20 ℃; for 0.833333h; Inert atmosphere;

DOI:10.1021/jo200826h

Reference yield:

triisopropylsilyl chloride (13154-24-0) → 2-[(triisopropylsilyl)oxy]-benzyl carbonochloridate (1312690-13-3)

Guidance literature:

Multi-step reaction with 2 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

With sodium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jo200826h

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

upstream raw materials:

triisopropylsilyl chloride

bis(trichloromethyl) carbonate

(2-{[tris(propan-2-yl)silyl]oxy}phenyl)methanol

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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