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

Base Information

• Chemical Name: 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
• CAS No.: 219556-92-0
• Molecular Formula: C₄₂H₄₄N₂O₁₀S
• Molecular Weight: 768.885

Synonyms: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

Chemical Property of 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

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Technology Process of 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

There total 1 articles about 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 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: 86.0%

2-mesitylenesulphonyl chloride (773-64-8) + 3'-O-acetyl-5'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-2'-deoxy-3,4-dihydrothymidine (40615-37-0) → 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)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 20h;

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

Reference yield: 70.0%

2-aminofluorene (153-78-6) + 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-(fluoren-2-yl)cytidine (242815-05-0)

Guidance literature:

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

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

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

upstream raw materials:

2-mesitylenesulphonyl chloride

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

Downstream raw materials:

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

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

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

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

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