1-[2',3'-di-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-β-D-ribo-pentofuranosyl]-3-N-benzoyluracil

Base Information

• Chemical Name: 1-[2',3'-di-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-β-D-ribo-pentofuranosyl]-3-N-benzoyluracil
• CAS No.: 1145671-73-3
• Molecular Formula: C₄₁H₃₈N₂O₁₁
• Molecular Weight: 734.76

Synonyms:1-[2',3'-di-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-β-D-ribo-pentofuranosyl]-3-N-benzoyluracil

Chemical Property of 1-[2',3'-di-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-β-D-ribo-pentofuranosyl]-3-N-benzoyluracil

Chemical Property:

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Technology Process of 1-[2',3'-di-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-β-D-ribo-pentofuranosyl]-3-N-benzoyluracil

There total 3 articles about 1-[2',3'-di-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-β-D-ribo-pentofuranosyl]-3-N-benzoyluracil 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: 90.0%

benzoyl chloride (98-88-4) + 1-[2',3'-di-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-β-D-ribo-pentofuranosyl]-uracil (111426-09-6) → 1-[2',3'-di-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-β-D-ribo-pentofuranosyl]-3-N-benzoyluracil (1145671-73-3)

Guidance literature:

With pyridine; at 20 ℃;

DOI:10.1016/j.tetlet.2009.01.147

Reference yield:

uridine (58-96-8) → 1-[2',3'-di-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-β-D-ribo-pentofuranosyl]-3-N-benzoyluracil (1145671-73-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: dmap; pyridine / 18 h / 60 °C / Inert atmosphere

2.1: pyridine / 18 h / 0 - 20 °C / Inert atmosphere

3.1: pyridine; N-ethyl-N,N-diisopropylamine / 0.08 h / Inert atmosphere

3.2: 2 h / 20 °C / Inert atmosphere

With pyridine; dmap; N-ethyl-N,N-diisopropylamine;

DOI:10.1016/j.bmc.2016.04.036

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → 1-[2',3'-di-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-β-D-ribo-pentofuranosyl]-3-N-benzoyluracil (1145671-73-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: dmap; pyridine / 18 h / 60 °C / Inert atmosphere

2.1: pyridine / 18 h / 0 - 20 °C / Inert atmosphere

3.1: pyridine; N-ethyl-N,N-diisopropylamine / 0.08 h / Inert atmosphere

3.2: 2 h / 20 °C / Inert atmosphere

With pyridine; dmap; N-ethyl-N,N-diisopropylamine;

DOI:10.1016/j.bmc.2016.04.036

upstream raw materials:

benzoyl chloride

1-[2',3'-di-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-β-D-ribo-pentofuranosyl]-uracil

uridine

4,4'-dimethoxytrityl chloride

Downstream raw materials:

1-[5'-O-(4,4'-dimethoxytrityl)-β-D-ribo-pentofuranosyl]-3-N-benzoyluracil

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