1-[3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyribofuranosyl]-4-(4-acetylphenyl)-5-methylpyrimidin-2(1H)-one

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Chemical Name:1-[3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyribofuranosyl]-4-(4-acetylphenyl)-5-methylpyrimidin-2(1H)-one
CAS No.:947251-94-7
Molecular Formula:C₃₀H₄₈N₂O₅Si₂
Molecular Weight:572.893
Hs Code.:

Synonyms:1-[3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyribofuranosyl]-4-(4-acetylphenyl)-5-methylpyrimidin-2(1H)-one

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Chemical Property of 1-[3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyribofuranosyl]-4-(4-acetylphenyl)-5-methylpyrimidin-2(1H)-one

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Technology Process of 1-[3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyribofuranosyl]-4-(4-acetylphenyl)-5-methylpyrimidin-2(1H)-one

There total 4 articles about 1-[3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyribofuranosyl]-4-(4-acetylphenyl)-5-methylpyrimidin-2(1H)-one 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: 79.0%

: 947251-79-8
3',5'-bis-O-(tert-butyldimethylsilyl)-O⁴-[(2,4,6-trimethylphenyl)sulfonyl]thymidine

: 149104-90-5
4-acetylphenylboronic acid

: 947251-94-7
1-[3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyribofuranosyl]-4-(4-acetylphenyl)-5-methylpyrimidin-2(1H)-one

: 40733-26-4
3',5'-O-di(tert-butyldimethylsilyl)thymidine

Guidance literature:: With potassium phosphate; CyJohnPhos; In 1,4-dioxane; at 90 ℃; for 15h;
DOI:10.1021/jo070843+

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 947251-94-7
1-[3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyribofuranosyl]-4-(4-acetylphenyl)-5-methylpyrimidin-2(1H)-one

Guidance literature:: Multi-step reaction with 3 steps

1: imidazole / dimethylformamide / 24 h / 20 °C

2: 89 percent / 4-dimethylaminopyridine; triethylamine / CH₂Cl₂ / 31 h / 0 - 20 °C

3: 79 percent / potassium phosphate; 2-dicyclohexylphosphinobiphenyl / dioxane / 15 h / 90 °C

With 1H-imidazole; dmap; potassium phosphate; triethylamine; CyJohnPhos; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; 3: Suzuki-Miyaura reaction;
DOI:10.1021/jo070843+

Reference yield:

: 40733-26-4
3',5'-O-di(tert-butyldimethylsilyl)thymidine

: 947251-94-7
1-[3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyribofuranosyl]-4-(4-acetylphenyl)-5-methylpyrimidin-2(1H)-one

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / 4-dimethylaminopyridine; triethylamine / CH₂Cl₂ / 31 h / 0 - 20 °C

2: 79 percent / potassium phosphate; 2-dicyclohexylphosphinobiphenyl / dioxane / 15 h / 90 °C

With dmap; potassium phosphate; triethylamine; CyJohnPhos; In 1,4-dioxane; dichloromethane; 2: Suzuki-Miyaura reaction;
DOI:10.1021/jo070843+