3-allyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-carbaldehyde

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Chemical Name:3-allyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-carbaldehyde
CAS No.:500773-45-5
Molecular Formula:C₃₀H₃₆N₂O₆Si
Molecular Weight:548.711
Hs Code.:

3-allyloxy-2-(<i>tert</i>-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2<i>H</i>-pyrimidin-1-yl)-tetrahydro-furan-2-carbaldehyde

Synonyms:3-allyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-carbaldehyde

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Chemical Property of 3-allyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-carbaldehyde

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Technology Process of 3-allyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-carbaldehyde

There total 9 articles about 3-allyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-carbaldehyde 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: 98.0%

: 1-[4-allyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-5-hydroxymethyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

: 500773-45-5
3-allyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-carbaldehyde

Guidance literature:: With water; Dess-Martin periodane; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1016/S0040-4039(02)01926-3

Reference yield:

: 40733-28-6
5'-tert-butyldimethylsilyloxy-2'-deoxythymidine

: 500773-45-5
3-allyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-carbaldehyde

Guidance literature:: Multi-step reaction with 8 steps

1.1: 80 percent / NaH in oil / tetrahydrofuran / 4 h / 40 °C / ultrasound irradiation

2.1: 96 percent / n-tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 20 °C

3.1: DCC; pyridinium trifluoroacetate / dimethylsulfoxide / 12 h / 20 °C

4.1: aq NaOH / dioxane / 6 h / 20 °C

4.2: NaBH₄ / dioxane / 0.5 h / 20 °C

5.1: 64 percent / pyridine / 3 h / 20 °C

6.1: imidazole / dimethylformamide / 12 h / 20 °C

7.1: 67 percent / aq. AcOH / tetrahydrofuran / 24 h / 20 °C

8.1: 98 percent / Dess-Martin periodinane; H₂O / CH₂Cl₂ / 1 h / 20 °C

With pyridine; 1H-imidazole; sodium hydroxide; tetrabutyl ammonium fluoride; water; pyridinium trifluroacetate; sodium hydride; Dess-Martin periodane; acetic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 3.1: Moffatt method;
DOI:10.1016/S0040-4039(02)01926-3

Reference yield:

: 50-89-5,28854-96-8,3545-96-8,50-88-4
thymidine

: 500773-45-5
3-allyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-carbaldehyde

Guidance literature:: Multi-step reaction with 9 steps

1.1: 87 percent / imidazole / dimethylformamide / 6 h / 20 °C

2.1: 80 percent / NaH in oil / tetrahydrofuran / 4 h / 40 °C / ultrasound irradiation

3.1: 96 percent / n-tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 20 °C

4.1: DCC; pyridinium trifluoroacetate / dimethylsulfoxide / 12 h / 20 °C

5.1: aq NaOH / dioxane / 6 h / 20 °C

5.2: NaBH₄ / dioxane / 0.5 h / 20 °C

6.1: 64 percent / pyridine / 3 h / 20 °C

7.1: imidazole / dimethylformamide / 12 h / 20 °C

8.1: 67 percent / aq. AcOH / tetrahydrofuran / 24 h / 20 °C

9.1: 98 percent / Dess-Martin periodinane; H₂O / CH₂Cl₂ / 1 h / 20 °C

With pyridine; 1H-imidazole; sodium hydroxide; tetrabutyl ammonium fluoride; water; pyridinium trifluroacetate; sodium hydride; Dess-Martin periodane; acetic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 4.1: Moffatt method;
DOI:10.1016/S0040-4039(02)01926-3