4-[3'-O-(tert-butyldiphenylsilyl)-5'-deoxythymidin-5'-yl]-1-[3'-deoxy-5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl]-1H-1,2,3-triazole

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Chemical Name:4-[3'-O-(tert-butyldiphenylsilyl)-5'-deoxythymidin-5'-yl]-1-[3'-deoxy-5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl]-1H-1,2,3-triazole
CAS No.:1379761-87-1
Molecular Formula:C₅₉H₆₃N₇O₁₀Si
Molecular Weight:1058.28
Hs Code.:

Synonyms:4-[3'-O-(tert-butyldiphenylsilyl)-5'-deoxythymidin-5'-yl]-1-[3'-deoxy-5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl]-1H-1,2,3-triazole

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Chemical Property of 4-[3'-O-(tert-butyldiphenylsilyl)-5'-deoxythymidin-5'-yl]-1-[3'-deoxy-5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl]-1H-1,2,3-triazole

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Technology Process of 4-[3'-O-(tert-butyldiphenylsilyl)-5'-deoxythymidin-5'-yl]-1-[3'-deoxy-5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl]-1H-1,2,3-triazole

There total 5 articles about 4-[3'-O-(tert-butyldiphenylsilyl)-5'-deoxythymidin-5'-yl]-1-[3'-deoxy-5'-O-(4,4'-dimethoxytrityl)thymidin-3'-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: 80.0%

: 1379761-86-0
3'-O-tert-butyldiphenylsilyl-5'-deoxy-5'-ethynylthymidine

: 126441-74-5
3’-azido-5’-O-(4,4’-dimethoxytrityl)-3’-deoxythymidine

: 1379761-87-1
4-[3'-O-(tert-butyldiphenylsilyl)-5'-deoxythymidin-5'-yl]-1-[3'-deoxy-5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl]-1H-1,2,3-triazole

Guidance literature:: With copper(ll) sulfate pentahydrate; sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; In dichloromethane; water; at 20 ℃; for 2h;
DOI:10.1002/ejoc.201101700

Reference yield:

: 151824-41-8
3'-O-tert-butyldiphenylsilyl-5'-deoxy-5'-formylthymidine

: 1379761-87-1
4-[3'-O-(tert-butyldiphenylsilyl)-5'-deoxythymidin-5'-yl]-1-[3'-deoxy-5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl]-1H-1,2,3-triazole

Guidance literature:: Multi-step reaction with 3 steps

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

2: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -70 °C

3: sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; copper(ll) sulfate pentahydrate / dichloromethane; water / 2 h / 20 °C

With n-butyllithium; copper(ll) sulfate pentahydrate; sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; zinc; In tetrahydrofuran; 1,3-dioxane; hexane; dichloromethane; water;
DOI:10.1002/ejoc.201101700

Reference yield:

: 188198-24-5
3'-O-tert-butyldiphenylsilyl-5'-deoxy-5'-(hydroxymethyl)thymidine

: 1379761-87-1
4-[3'-O-(tert-butyldiphenylsilyl)-5'-deoxythymidin-5'-yl]-1-[3'-deoxy-5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl]-1H-1,2,3-triazole

Guidance literature:: Multi-step reaction with 4 steps

1: Dess-Martin periodane / dichloromethane / 3 h / 20 °C

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

3: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -70 °C

4: sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; copper(ll) sulfate pentahydrate / dichloromethane; water / 2 h / 20 °C

With n-butyllithium; copper(ll) sulfate pentahydrate; sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; Dess-Martin periodane; zinc; In tetrahydrofuran; 1,3-dioxane; hexane; dichloromethane; water;
DOI:10.1002/ejoc.201101700