1-[(2R,3R,4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-(2-hydroxy-ethyl)-3-methoxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Base Information

Chemical Name:1-[(2R,3R,4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-(2-hydroxy-ethyl)-3-methoxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione
CAS No.:174088-59-6
Molecular Formula:C₂₉H₃₈N₂O₆Si
Molecular Weight:538.716
Hs Code.:

Synonyms:1-[(2R,3R,4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-(2-hydroxy-ethyl)-3-methoxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

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Chemical Property of 1-[(2R,3R,4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-(2-hydroxy-ethyl)-3-methoxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

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Technology Process of 1-[(2R,3R,4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-(2-hydroxy-ethyl)-3-methoxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

There total 6 articles about 1-[(2R,3R,4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-(2-hydroxy-ethyl)-3-methoxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione 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: 72.0%

: 174088-58-5
1-{(2R,3R,4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methoxy-4-[2-(4-methoxy-phenoxy)-ethyl]-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione

: 174088-59-6
1-[(2R,3R,4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-(2-hydroxy-ethyl)-3-methoxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: With ammonium cerium(IV) nitrate; In methanol; acetonitrile; at 0 ℃; for 0.5h;
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

: 174088-59-6
1-[(2R,3R,4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-(2-hydroxy-ethyl)-3-methoxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 6 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

5: 85 percent / 4-nitrobenzaldoxime, 1,1,3,3-tetramethylguanidine / methanol; acetonitrile / 10 h / Ambient temperature

6: 72 percent / cerium ammonium nitrate / acetonitrile; methanol / 0.5 h / 0 °C

With 1H-imidazole; sodium hydroxide; ammonium cerium(IV) nitrate; 2-methylenesulfonyl chloride; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N,N-dimethyl-formamide; N,N,N',N'-tetramethylguanidine; 4-nitrobenzaldehyde oxime; In methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1080/15257779508010717

Reference yield:

: 174088-55-2
4-(2,6-Dichloro-phenoxy)-1-{(2R,3R,4S,5S)-3-hydroxy-5-hydroxymethyl-4-[2-(4-methoxy-phenoxy)-ethyl]-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidin-2-one

: 174088-59-6
1-[(2R,3R,4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-(2-hydroxy-ethyl)-3-methoxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 4 steps

1: 81 percent / imidazole / dimethylformamide / 6 h / Ambient temperature

2: 98 percent / NaH / dimethylformamide / 1 h / 0 °C

3: 85 percent / 4-nitrobenzaldoxime, 1,1,3,3-tetramethylguanidine / methanol; acetonitrile / 10 h / Ambient temperature

4: 72 percent / cerium ammonium nitrate / acetonitrile; methanol / 0.5 h / 0 °C

With 1H-imidazole; ammonium cerium(IV) nitrate; sodium hydride; N,N,N',N'-tetramethylguanidine; 4-nitrobenzaldehyde oxime; In methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1080/15257779508010717