5'-O-(4,4'-dimethoxytrityl)-N⁴-methyl-2'-O-[[(triisopropylsilyl)oxy]methyl]cytosine

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytrityl)-N⁴-methyl-2'-O-[[(triisopropylsilyl)oxy]methyl]cytosine
• CAS No.: 661471-85-8
• Molecular Formula: C₄₁H₅₅N₃O₈Si
• Molecular Weight: 745.988

Synonyms:5'-O-(4,4'-dimethoxytrityl)-N⁴-methyl-2'-O-[[(triisopropylsilyl)oxy]methyl]cytosine

Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-N⁴-methyl-2'-O-[[(triisopropylsilyl)oxy]methyl]cytosine

Chemical Property:

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Technology Process of 5'-O-(4,4'-dimethoxytrityl)-N⁴-methyl-2'-O-[[(triisopropylsilyl)oxy]methyl]cytosine

There total 3 articles about 5'-O-(4,4'-dimethoxytrityl)-N⁴-methyl-2'-O-[[(triisopropylsilyl)oxy]methyl]cytosine 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: 15.0%

5'-O-(4,4'-dimethoxytrityl)-N4-methylcytosine + chloromethoxy-triisopropyl-silane (217300-17-9) → 5'-O-(4,4'-dimethoxytrityl)-N4-methyl-2'-O-[[(triisopropylsilyl)oxy]methyl]cytosine (661471-85-8) + 5'-O-(4,4'-dimethoxytrityl)-N4-methyl-3'-O-[[(triisopropylsilyl)oxy]methyl]cytosine

Guidance literature:

5'-O-(4,4'-dimethoxytrityl)-N⁴-methylcytosine; With di-tert-butyltin dichloride; N-ethyl-N,N-diisopropylamine; In 1,2-dichloro-ethane; at 70 ℃; for 0.25h;

chloromethoxy-triisopropyl-silane; In 1,2-dichloro-ethane; at 20 ℃; for 3h;

DOI:10.1007/s00706-003-0592-1

Reference yield:

5'-O-(4,4'-dimethoxytrityl)-2'-O-{[(triisopropylsilyl)oxy]methyl}uridine (220230-58-0) → 5'-O-(4,4'-dimethoxytrityl)-N4-methyl-2'-O-[[(triisopropylsilyl)oxy]methyl]cytosine (661471-85-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / DMAP / pyridine / 1 h / 0 - 20 °C

2: DMAP; Et₃N / 1,2-dichloro-ethane / 1 h / 20 °C

3: 85 mg / ethanol / 20 °C / overnight

With dmap; triethylamine; In pyridine; ethanol; 1,2-dichloro-ethane;

DOI:10.1007/s00706-003-0592-1

Reference yield:

3'-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-[[(triisopropylsilyl)oxy]methyl]uridine (661471-84-7) → 5'-O-(4,4'-dimethoxytrityl)-N4-methyl-2'-O-[[(triisopropylsilyl)oxy]methyl]cytosine (661471-85-8)

Guidance literature:

Multi-step reaction with 2 steps

1: DMAP; Et₃N / 1,2-dichloro-ethane / 1 h / 20 °C

2: 85 mg / ethanol / 20 °C / overnight

With dmap; triethylamine; In ethanol; 1,2-dichloro-ethane;

DOI:10.1007/s00706-003-0592-1

upstream raw materials:

chloromethoxy-triisopropyl-silane

5'-O-(4,4'-dimethoxytrityl)-2'-O-{[(triisopropylsilyl)oxy]methyl}uridine

3'-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-[[(triisopropylsilyl)oxy]methyl]uridine

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