3'-O-acetyl-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-5-methyl-N⁴-(2-benzylphenyl)cytidine

Base Information

• Chemical Name: 3'-O-acetyl-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-5-methyl-N⁴-(2-benzylphenyl)cytidine
• CAS No.: 242815-06-1
• Molecular Formula: C₄₆H₄₅N₃O₇
• Molecular Weight: 751.879

Synonyms:3'-O-acetyl-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-5-methyl-N⁴-(2-benzylphenyl)cytidine

Chemical Property of 3'-O-acetyl-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-5-methyl-N⁴-(2-benzylphenyl)cytidine

Chemical Property:

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Technology Process of 3'-O-acetyl-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-5-methyl-N⁴-(2-benzylphenyl)cytidine

There total 2 articles about 3'-O-acetyl-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-5-methyl-N⁴-(2-benzylphenyl)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: 68.0%

2-benzylaniline (28059-64-5) + 1-[3-O-acetyl-2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-pentofuranosyl]-5-methyl-4-(2,4,6-trimethylbenzenesulfonyloxy)pyrimidin-2(1H)-one (219556-92-0) → 3'-O-acetyl-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-5-methyl-N4-(2-benzylphenyl)cytidine (242815-06-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; for 36h; Heating;

DOI:10.3891/acta.chem.scand.53-0497

Reference yield:

3'-O-acetyl-5'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-2'-deoxy-3,4-dihydrothymidine (40615-37-0) → 3'-O-acetyl-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-5-methyl-N4-(2-benzylphenyl)cytidine (242815-06-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / Et₃N; 4-dimethylaminopyridine / CH₂Cl₂ / 20 h / 20 °C

2: 68 percent / N,N-diisopropylethylamine / tetrahydrofuran / 36 h / Heating

With dmap; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; 1: Acylation / 2: Substitution;

DOI:10.3891/acta.chem.scand.53-0497

Reference yield: 100.0%

3'-O-acetyl-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-5-methyl-N4-(2-benzylphenyl)cytidine (242815-06-1) → 2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-5-methyl-N4-(2-benzylphenyl)cytidine (242815-09-4)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 1h;

DOI:10.3891/acta.chem.scand.53-0497

upstream raw materials:

2-benzylaniline

1-[3-O-acetyl-2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-pentofuranosyl]-5-methyl-4-(2,4,6-trimethylbenzenesulfonyloxy)pyrimidin-2(1H)-one

3'-O-acetyl-5'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-2'-deoxy-3,4-dihydrothymidine

Downstream raw materials:

2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-5-methyl-N⁴-(2-benzylphenyl)cytidine

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