3’-O-(tert-butyldimethylsilyl)-5’-O-(4,4’-dimethoxytrityl)-5-(pyren-1-yl)-2’,3’-secouridine

Base Information

Chemical Name:3’-O-(tert-butyldimethylsilyl)-5’-O-(4,4’-dimethoxytrityl)-5-(pyren-1-yl)-2’,3’-secouridine
CAS No.:1608117-55-0
Molecular Formula:C₅₂H₅₄N₂O₈Si
Molecular Weight:863.095
Hs Code.:

Synonyms:3’-O-(tert-butyldimethylsilyl)-5’-O-(4,4’-dimethoxytrityl)-5-(pyren-1-yl)-2’,3’-secouridine

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Chemical Property of 3’-O-(tert-butyldimethylsilyl)-5’-O-(4,4’-dimethoxytrityl)-5-(pyren-1-yl)-2’,3’-secouridine

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Technology Process of 3’-O-(tert-butyldimethylsilyl)-5’-O-(4,4’-dimethoxytrityl)-5-(pyren-1-yl)-2’,3’-secouridine

There total 6 articles about 3’-O-(tert-butyldimethylsilyl)-5’-O-(4,4’-dimethoxytrityl)-5-(pyren-1-yl)-2’,3’-secouridine 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: 57.0%

: 1608117-54-9
3’-O-(tert-butyldimethylsilyl)-5’-O-(4,4’-dimethoxytrityl)-5-iodo-2’,3’-secouridine

: 164461-18-1
1-pyrenylboronic acid

: 1608117-55-0
3’-O-(tert-butyldimethylsilyl)-5’-O-(4,4’-dimethoxytrityl)-5-(pyren-1-yl)-2’,3’-secouridine

Guidance literature:: With palladium diacetate; sodium carbonate; triphenylphosphine; In water; toluene; at 100 ℃; for 1h; Inert atmosphere;
DOI:10.1002/cbic.201300567

Reference yield:

: 158728-68-8
5′-O-(4,4′-dimethyltrityl)-5-iodouridine

: 1608117-55-0
3’-O-(tert-butyldimethylsilyl)-5’-O-(4,4’-dimethoxytrityl)-5-(pyren-1-yl)-2’,3’-secouridine

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium periodate / water; 1,4-dioxane / 1.25 h / 20 °C

2.1: sodium tetrahydroborate / water; 1,4-dioxane / 1 h / 20 °C

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.83 h / -78 °C

4.1: pyridine / 20 °C

5.1: water / pyridine / 0.33 h / 20 °C

5.2: 2 h / 20 °C

6.1: sodium carbonate; triphenylphosphine; palladium diacetate / water; toluene / 1 h / 100 °C / Inert atmosphere

With pyridine; sodium tetrahydroborate; sodium periodate; water; palladium diacetate; sodium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; In 1,4-dioxane; pyridine; dichloromethane; water; toluene; 6.1: |Suzuki-Miyaura Coupling;
DOI:10.1002/cbic.201300567

Reference yield:

: 1608117-50-5
5’-O-(4,4’-dimethoxytrityl)-5-iodo-2',3'-secouridine

: 1608117-55-0
3’-O-(tert-butyldimethylsilyl)-5’-O-(4,4’-dimethoxytrityl)-5-(pyren-1-yl)-2’,3’-secouridine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.83 h / -78 °C

2.1: pyridine / 20 °C

3.1: water / pyridine / 0.33 h / 20 °C

3.2: 2 h / 20 °C

4.1: sodium carbonate; triphenylphosphine; palladium diacetate / water; toluene / 1 h / 100 °C / Inert atmosphere

With pyridine; water; palladium diacetate; sodium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; In pyridine; dichloromethane; water; toluene; 4.1: |Suzuki-Miyaura Coupling;
DOI:10.1002/cbic.201300567