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

Base Information

Chemical Name:5'-O-(monomethoxytrityl)thymidine 3'-[2,5-dichlorophenyl 2-(pyrazin-2-yl)ethyl phosphate]
CAS No.:322732-66-1
Molecular Formula:C₄₂H₃₉Cl₂N₄O₉P
Molecular Weight:845.673
Hs Code.:

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

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Chemical Property of 5'-O-(monomethoxytrityl)thymidine 3'-[2,5-dichlorophenyl 2-(pyrazin-2-yl)ethyl phosphate]

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Technology Process of 5'-O-(monomethoxytrityl)thymidine 3'-[2,5-dichlorophenyl 2-(pyrazin-2-yl)ethyl phosphate]

There total 1 articles about 5'-O-(monomethoxytrityl)thymidine 3'-[2,5-dichlorophenyl 2-(pyrazin-2-yl)ethyl phosphate] 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%

: 6705-31-3
2-(2-hydroxyethyl)-pyrazine

: 53676-18-9
2,5-dichlorophenyl phosphorodichloridate

: 42926-80-7
5'-O-(4-monomethoxytrityl)-2'-deoxythymidine

: 322732-66-1
5'-O-(monomethoxytrityl)thymidine 3'-[2,5-dichlorophenyl 2-(pyrazin-2-yl)ethyl phosphate]

Guidance literature:: 2,5-dichlorophenyl phosphorodichloridate; With 1,2,4-Triazole; In pyridine; at 0 ℃; for 0.5h;

5'-O-(4-monomethoxytrityl)-2'-deoxythymidine; In pyridine; for 1h;

2-(2-hydroxyethyl)-pyrazine; In pyridine; for 24h;
DOI:10.1002/1522-2675(20001108)83:11<3053::AID-HLCA3053>3.0.CO;2-X

Reference yield: 93.0%

: 121-44-8
triethylamine

: 322732-66-1
5'-O-(monomethoxytrityl)thymidine 3'-[2,5-dichlorophenyl 2-(pyrazin-2-yl)ethyl phosphate]

: 5'-O-(monomethoxytrityl)thymidine 3'-[2-(pyrazin-2-yl)ethyl triethylammonium phosphate]

Guidance literature:: triethylamine; With 4-nitrobenzaldehyde oxime; In 1,4-dioxane; water; at 20 ℃; for 0.166667h;

5'-O-(monomethoxytrityl)thymidine 3'-[2,5-dichlorophenyl 2-(pyrazin-2-yl)ethyl phosphate]; In 1,4-dioxane; water; for 2.5h;
DOI:10.1002/1522-2675(20001108)83:11<3053::AID-HLCA3053>3.0.CO;2-X

Reference yield:

: 322732-66-1
5'-O-(monomethoxytrityl)thymidine 3'-[2,5-dichlorophenyl 2-(pyrazin-2-yl)ethyl phosphate]

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

Guidance literature:: Multi-step reaction with 2 steps

1.1: 4-nitrobenzaldehyde oxime / dioxane; H₂O / 0.17 h / 20 °C

1.2: 93 percent / dioxane; H₂O / 2.5 h

2.1: 68 percent / 1-methyl-1H-imidazole; TPS-Cl / pyridine / 24 h / 20 °C

With 1-methyl-1H-imidazole; Triphenylsilyl 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