5'-O-(monomethoxytrityl)thymidine-{3'-{O^P-[2-(pyridin-2-yl)ethyl]}-5'}-3'-O-acethylthymidine

Base Information

• Chemical Name: 5'-O-(monomethoxytrityl)thymidine-{3'-{O^P-[2-(pyridin-2-yl)ethyl]}-5'}-3'-O-acethylthymidine
• CAS No.: 322733-22-2
• Molecular Formula: C₄₉H₅₂N₅O₁₄P
• Molecular Weight: 965.951

Synonyms:5'-O-(monomethoxytrityl)thymidine-{3'-{O^P-[2-(pyridin-2-yl)ethyl]}-5'}-3'-O-acethylthymidine

Chemical Property of 5'-O-(monomethoxytrityl)thymidine-{3'-{O^P-[2-(pyridin-2-yl)ethyl]}-5'}-3'-O-acethylthymidine

Chemical Property:

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Technology Process of 5'-O-(monomethoxytrityl)thymidine-{3'-{O^P-[2-(pyridin-2-yl)ethyl]}-5'}-3'-O-acethylthymidine

There total 4 articles about 5'-O-(monomethoxytrityl)thymidine-{3'-{O^P-[2-(pyridin-2-yl)ethyl]}-5'}-3'-O-acethylthymidine 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: 74.0%

3'-O-acetylthymidine (21090-30-2) + 5'-O-(monomethoxytrityl)thymidine 3'-[2-(pyridin-2-yl)ethyl triethylammonium phosphate] → 5'-O-(monomethoxytrityl)thymidine-{3'-{OP-[2-(pyridin-2-yl)ethyl]}-5'}-3'-O-acethylthymidine (322733-22-2)

Guidance literature:

With 1H-tetrazole; 2,4,6-triisopropylphenylsulfonyl chloride; In pyridine; at 20 ℃; for 20h;

DOI:10.1002/1522-2675(20001108)83:11<3053::AID-HLCA3053>3.0.CO;2-X

Reference yield:

2-(2-Hydroxyethyl)pyridine (103-74-2) → 5'-O-(monomethoxytrityl)thymidine-{3'-{OP-[2-(pyridin-2-yl)ethyl]}-5'}-3'-O-acethylthymidine (322733-22-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1,2,4-1H-triazole / pyridine / 0.5 h / 0 °C

1.2: pyridine / 1 h

1.3: 74 percent / pyridine / 24 h

2.1: 4-nitrobenzaldehyde oxime / dioxane; H₂O / 0.17 h / 20 °C

2.2: 89 percent / dioxane; H₂O / 2.5 h

3.1: 74 percent / 2,4,6-triisopropylbenzenesulfonyl chloride; 1H-tetrazole / pyridine / 20 h / 20 °C

With 1,2,4-Triazole; 1H-tetrazole; 2,4,6-triisopropylphenylsulfonyl chloride; 4-nitrobenzaldehyde oxime; In 1,4-dioxane; pyridine; water;

DOI:10.1002/1522-2675(20001108)83:11<3053::AID-HLCA3053>3.0.CO;2-X

Reference yield:

5'-O-(4-monomethoxytrityl)-2'-deoxythymidine (42926-80-7) → 5'-O-(monomethoxytrityl)thymidine-{3'-{OP-[2-(pyridin-2-yl)ethyl]}-5'}-3'-O-acethylthymidine (322733-22-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1,2,4-1H-triazole / pyridine / 0.5 h / 0 °C

1.2: pyridine / 1 h

1.3: 74 percent / pyridine / 24 h

2.1: 4-nitrobenzaldehyde oxime / dioxane; H₂O / 0.17 h / 20 °C

2.2: 89 percent / dioxane; H₂O / 2.5 h

3.1: 74 percent / 2,4,6-triisopropylbenzenesulfonyl chloride; 1H-tetrazole / pyridine / 20 h / 20 °C

With 1,2,4-Triazole; 1H-tetrazole; 2,4,6-triisopropylphenylsulfonyl chloride; 4-nitrobenzaldehyde oxime; In 1,4-dioxane; pyridine; water;

DOI:10.1002/1522-2675(20001108)83:11<3053::AID-HLCA3053>3.0.CO;2-X

upstream raw materials:

3'-O-acetylthymidine

2-(2-Hydroxyethyl)pyridine

5'-O-(4-monomethoxytrityl)-2'-deoxythymidine

5'-O-(monomethoxytrityl)thymidine 3'-[2,5-dichlorophenyl 2-(pyridin-2-yl)ethyl phosphate]

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