1-{(2R,3R,4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methoxy-4-[2-(4-methoxy-phenoxy)-ethyl]-tetrahydro-furan-2-yl}-4-(2,6-dichloro-phenoxy)-5-methyl-1H-pyrimidin-2-one

Base Information

Chemical Name:1-{(2R,3R,4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methoxy-4-[2-(4-methoxy-phenoxy)-ethyl]-tetrahydro-furan-2-yl}-4-(2,6-dichloro-phenoxy)-5-methyl-1H-pyrimidin-2-one
CAS No.:174088-57-4
Molecular Formula:C₄₂H₄₆Cl₂N₂O₇Si
Molecular Weight:789.828
Hs Code.:

1-{(2R,3R,4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methoxy-4-[2-(4-methoxy-phenoxy)-ethyl]-tetrahydro-furan-2-yl}-4-(2,6-dichloro-phenoxy)-5-methyl-1H-pyrimidin-2-one

Synonyms:1-{(2R,3R,4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methoxy-4-[2-(4-methoxy-phenoxy)-ethyl]-tetrahydro-furan-2-yl}-4-(2,6-dichloro-phenoxy)-5-methyl-1H-pyrimidin-2-one

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Chemical Property of 1-{(2R,3R,4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methoxy-4-[2-(4-methoxy-phenoxy)-ethyl]-tetrahydro-furan-2-yl}-4-(2,6-dichloro-phenoxy)-5-methyl-1H-pyrimidin-2-one

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Technology Process of 1-{(2R,3R,4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methoxy-4-[2-(4-methoxy-phenoxy)-ethyl]-tetrahydro-furan-2-yl}-4-(2,6-dichloro-phenoxy)-5-methyl-1H-pyrimidin-2-one

There total 5 articles about 1-{(2R,3R,4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methoxy-4-[2-(4-methoxy-phenoxy)-ethyl]-tetrahydro-furan-2-yl}-4-(2,6-dichloro-phenoxy)-5-methyl-1H-pyrimidin-2-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: 98.0%

: 1-{(2R,3R,4S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-hydroxy-4-[2-(4-methoxy-phenoxy)-ethyl]-tetrahydro-furan-2-yl}-4-(2,6-dichloro-phenoxy)-5-methyl-1H-pyrimidin-2-one

: 74-88-4
methyl iodide

: 174088-57-4
1-{(2R,3R,4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methoxy-4-[2-(4-methoxy-phenoxy)-ethyl]-tetrahydro-furan-2-yl}-4-(2,6-dichloro-phenoxy)-5-methyl-1H-pyrimidin-2-one

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 1h;
DOI:10.1080/15257779508010717

Reference yield:

: 87-65-0
2,6-Dichlorophenol

: 174088-57-4
1-{(2R,3R,4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methoxy-4-[2-(4-methoxy-phenoxy)-ethyl]-tetrahydro-furan-2-yl}-4-(2,6-dichloro-phenoxy)-5-methyl-1H-pyrimidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NEt₃, 2-methylenesulfonyl chloride, DMF, 2.) DBU / 1.) CH₂Cl₂, 30 min, 2.) 1 h

2: 91 percent / aq. NaOH / methanol / 1 h / 0 °C

3: 81 percent / imidazole / dimethylformamide / 6 h / Ambient temperature

4: 98 percent / NaH / dimethylformamide / 1 h / 0 °C

With 1H-imidazole; sodium hydroxide; 2-methylenesulfonyl chloride; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N,N-dimethyl-formamide; In methanol; N,N-dimethyl-formamide;
DOI:10.1080/15257779508010717

Reference yield:

: 144944-85-4
2',5'-di-O-acetyl-3'-deoxy-3'-C-(2-hydroxyethyl)-2-O-para-methoxyphenyl-(β-D-ribofuranosyl)thymine

: 174088-57-4
1-{(2R,3R,4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methoxy-4-[2-(4-methoxy-phenoxy)-ethyl]-tetrahydro-furan-2-yl}-4-(2,6-dichloro-phenoxy)-5-methyl-1H-pyrimidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NEt₃, 2-methylenesulfonyl chloride, DMF, 2.) DBU / 1.) CH₂Cl₂, 30 min, 2.) 1 h

2: 91 percent / aq. NaOH / methanol / 1 h / 0 °C

3: 81 percent / imidazole / dimethylformamide / 6 h / Ambient temperature

4: 98 percent / NaH / dimethylformamide / 1 h / 0 °C

With 1H-imidazole; sodium hydroxide; 2-methylenesulfonyl chloride; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N,N-dimethyl-formamide; In methanol; N,N-dimethyl-formamide;
DOI:10.1080/15257779508010717