5'-O-(4,4'-dimethoxytrityl)-3'-O-toluoyl-N₃-[2-O-tert-butyldimethylsilyl-3-butene]-2'-deoxyuridine

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytrityl)-3'-O-toluoyl-N₃-[2-O-tert-butyldimethylsilyl-3-butene]-2'-deoxyuridine
• CAS No.: 906482-79-9
• Molecular Formula: C₄₈H₅₆N₂O₉Si
• Molecular Weight: 833.066

Synonyms:5'-O-(4,4'-dimethoxytrityl)-3'-O-toluoyl-N₃-[2-O-tert-butyldimethylsilyl-3-butene]-2'-deoxyuridine

Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-3'-O-toluoyl-N₃-[2-O-tert-butyldimethylsilyl-3-butene]-2'-deoxyuridine

Chemical Property:

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Technology Process of 5'-O-(4,4'-dimethoxytrityl)-3'-O-toluoyl-N₃-[2-O-tert-butyldimethylsilyl-3-butene]-2'-deoxyuridine

There total 4 articles about 5'-O-(4,4'-dimethoxytrityl)-3'-O-toluoyl-N₃-[2-O-tert-butyldimethylsilyl-3-butene]-2'-deoxyuridine 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: 47.0%

2-((tert-butyldimethylsilyl)oxy)but-3-en-1-yl 4-methylbenzenesulfonate (881383-26-2) + 5'-O-(4,4'-dimethoxytrityl)-3'-O-toluoyl-2'-deoxyuridine (906482-78-8) → 5'-O-(4,4'-dimethoxytrityl)-3'-O-toluoyl-N3-[2-O-tert-butyldimethylsilyl-3-butene]-2'-deoxyuridine (906482-79-9)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 20 ℃; for 192h;

DOI:10.1021/tx060016o

Reference yield:

DMT-dU (23669-79-6) → 5'-O-(4,4'-dimethoxytrityl)-3'-O-toluoyl-N3-[2-O-tert-butyldimethylsilyl-3-butene]-2'-deoxyuridine (906482-79-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / pyridine / 3 h / 20 °C

2: 47 percent / potassium carbonate / dimethylsulfoxide / 192 h / 20 °C

With pyridine; potassium carbonate; In dimethyl sulfoxide;

DOI:10.1021/tx060016o

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → 5'-O-(4,4'-dimethoxytrityl)-3'-O-toluoyl-N3-[2-O-tert-butyldimethylsilyl-3-butene]-2'-deoxyuridine (906482-79-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 87.7 percent / pyridine / 0 - 20 °C

2: 75 percent / pyridine / 3 h / 20 °C

3: 47 percent / potassium carbonate / dimethylsulfoxide / 192 h / 20 °C

With pyridine; potassium carbonate; In dimethyl sulfoxide;

DOI:10.1021/tx060016o

upstream raw materials:

2-((tert-butyldimethylsilyl)oxy)but-3-en-1-yl 4-methylbenzenesulfonate

5'-O-(4,4'-dimethoxytrityl)-3'-O-toluoyl-2'-deoxyuridine

DMT-dU

2'-deoxyuridine

Downstream raw materials:

C₄₀H₅₀N₂O₈Si

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