1-(3'-deoxy-5'-O-(4,4'-dimethoxytrityl)thimidine-3'-yl)-4-(3'-O-(tert-butyldiphenylsilyl)-4'-de(hydroxymethyl)thymidine-4'-yl)-1H-1,2,3-triazole

Base Information

Chemical Name:1-(3'-deoxy-5'-O-(4,4'-dimethoxytrityl)thimidine-3'-yl)-4-(3'-O-(tert-butyldiphenylsilyl)-4'-de(hydroxymethyl)thymidine-4'-yl)-1H-1,2,3-triazole
CAS No.:1315117-20-4
Molecular Formula:C₅₈H₆₁N₇O₁₀Si
Molecular Weight:1044.25
Hs Code.:

Synonyms:1-(3'-deoxy-5'-O-(4,4'-dimethoxytrityl)thimidine-3'-yl)-4-(3'-O-(tert-butyldiphenylsilyl)-4'-de(hydroxymethyl)thymidine-4'-yl)-1H-1,2,3-triazole

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 1-(3'-deoxy-5'-O-(4,4'-dimethoxytrityl)thimidine-3'-yl)-4-(3'-O-(tert-butyldiphenylsilyl)-4'-de(hydroxymethyl)thymidine-4'-yl)-1H-1,2,3-triazole

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 1-(3'-deoxy-5'-O-(4,4'-dimethoxytrityl)thimidine-3'-yl)-4-(3'-O-(tert-butyldiphenylsilyl)-4'-de(hydroxymethyl)thymidine-4'-yl)-1H-1,2,3-triazole

There total 4 articles about 1-(3'-deoxy-5'-O-(4,4'-dimethoxytrityl)thimidine-3'-yl)-4-(3'-O-(tert-butyldiphenylsilyl)-4'-de(hydroxymethyl)thymidine-4'-yl)-1H-1,2,3-triazole 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: 75.0%

: 1210349-14-6
C₂₇H₃₀N₂O₄Si

: 3'-azido-3'-deoxy-5'-O-dimethoxytritylthymidine

: 1315117-20-4
1-(3'-deoxy-5'-O-(4,4'-dimethoxytrityl)thimidine-3'-yl)-4-(3'-O-(tert-butyldiphenylsilyl)-4'-de(hydroxymethyl)thymidine-4'-yl)-1H-1,2,3-triazole

Guidance literature:: With sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; copper(II) sulfate; In dichloromethane; water;
DOI:10.1016/j.bioorg.2011.03.002

Reference yield:

: 83467-48-5
1-[(2R,4S,5R)-4-(tert-butyldiphenylsilanyloxy)-5-hydroxymethyltetrahydrofuran-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

: 1315117-20-4
1-(3'-deoxy-5'-O-(4,4'-dimethoxytrityl)thimidine-3'-yl)-4-(3'-O-(tert-butyldiphenylsilyl)-4'-de(hydroxymethyl)thymidine-4'-yl)-1H-1,2,3-triazole

Guidance literature:: Multi-step reaction with 4 steps

1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / 3.5 h / 80 °C

2: zinc / 1,4-dioxane / 3 h / Reflux

3: n-butyllithium / tetrahydrofuran; hexane / -70 - 20 °C

4: sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; copper(II) sulfate / dichloromethane; water

With n-butyllithium; sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; copper(II) sulfate; zinc; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; water; ethyl acetate;
DOI:10.1016/j.bioorg.2011.03.002

Reference yield:

: 146604-43-5
1-(2-deoxy-3-O-tert-butyldiphenylsilyl-β-D-erythro-pentadialdo-1,4-furanosyl)-5-methyluracil

: 1315117-20-4
1-(3'-deoxy-5'-O-(4,4'-dimethoxytrityl)thimidine-3'-yl)-4-(3'-O-(tert-butyldiphenylsilyl)-4'-de(hydroxymethyl)thymidine-4'-yl)-1H-1,2,3-triazole

Guidance literature:: Multi-step reaction with 3 steps

1: zinc / 1,4-dioxane / 3 h / Reflux

2: n-butyllithium / tetrahydrofuran; hexane / -70 - 20 °C

3: sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; copper(II) sulfate / dichloromethane; water

With n-butyllithium; sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; copper(II) sulfate; zinc; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; water;
DOI:10.1016/j.bioorg.2011.03.002