5'-O-(4,4'-dimethoxytrityl)-2'-O-[[(triisopropylsilyl)oxy]methyl]-6-¹³C-cytidine

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytrityl)-2'-O-[[(triisopropylsilyl)oxy]methyl]-6-¹³C-cytidine
• CAS No.: 1373621-14-7
• Molecular Formula: C₄₀H₅₃N₃O₈Si
• Molecular Weight: 732.951

Synonyms:5'-O-(4,4'-dimethoxytrityl)-2'-O-[[(triisopropylsilyl)oxy]methyl]-6-¹³C-cytidine

Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-2'-O-[[(triisopropylsilyl)oxy]methyl]-6-¹³C-cytidine

Chemical Property:

Purity/Quality:

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Technology Process of 5'-O-(4,4'-dimethoxytrityl)-2'-O-[[(triisopropylsilyl)oxy]methyl]-6-¹³C-cytidine

There total 5 articles about 5'-O-(4,4'-dimethoxytrityl)-2'-O-[[(triisopropylsilyl)oxy]methyl]-6-¹³C-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:

3'-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-[[(triisopropylsilyl)oxy]methyl]-6-13C-uridine (1373621-12-5) → 5'-O-(4,4'-dimethoxytrityl)-2'-O-[[(triisopropylsilyl)oxy]methyl]-6-13C-cytidine (1373621-14-7)

Guidance literature:

3'-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-[[(triisopropylsilyl)oxy]methyl]-6-¹³C-uridine; With dmap; triethylamine; In dichloromethane; for 0.166667h;

With 2,4,6-triisopropylphenylsulfonyl chloride; In dichloromethane; at 20 ℃; for 4h;

With ammonium hydroxide; In tetrahydrofuran; dichloromethane; at 20 ℃; for 18h;

DOI:10.1016/bs.mie.2015.06.013

Reference yield:

N4-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-[[(triisopropylsilyl)oxy]methyl]-6-13C-cytidine (1373621-16-9) → 5'-O-(4,4'-dimethoxytrityl)-2'-O-[[(triisopropylsilyl)oxy]methyl]-6-13C-cytidine (1373621-14-7)

Guidance literature:

With methylamine; In ethanol; for 0.75h; Inert atmosphere;

DOI:10.1021/ja302148g

Reference yield:

5'-O-(4,4'-dimethoxytrityl)-2'-O-[[(triisopropylsilyl)oxy]methyl]-6-13C-uridine (1373621-10-3) → 5'-O-(4,4'-dimethoxytrityl)-2'-O-[[(triisopropylsilyl)oxy]methyl]-6-13C-cytidine (1373621-14-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyridine; dmap / 0 - 20 °C

1.2: 2 h

2.1: dmap; triethylamine / dichloromethane / 0.17 h

2.2: 4 h / 20 °C

2.3: 18 h / 20 °C

With pyridine; dmap; triethylamine; In dichloromethane;

DOI:10.1016/bs.mie.2015.06.013

upstream raw materials:

N⁴-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-[[(triisopropylsilyl)oxy]methyl]-6-¹³C-cytidine

3'-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-[[(triisopropylsilyl)oxy]methyl]-6-¹³C-uridine

5'-O-(4,4'-dimethoxytrityl)-6-¹³C-uridine

4,4'-dimethoxytrityl chloride

Downstream raw materials:

N⁴-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-[[(triisopropylsilyl)oxy]methyl]-6-¹³C-cytidine 3'-O-(2'-cyanoethyl N,N-diisopropylphoshphoramidite)

N⁴-acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-[[(triisopropylsilyl)oxy]methyl]-6-¹³C-cytidine

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