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

Base Information

Chemical Name:1-[(2R,4R,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(2-imidazol-1-yl-2-oxo-ethyl)-tetrahydro-furan-2-yl]-3-(4-methoxy-benzyl)-5-methyl-1H-pyrimidine-2,4-dione
CAS No.:151294-50-7
Molecular Formula:C₂₉H₄₀N₄O₆Si
Molecular Weight:568.745
Hs Code.:

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

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

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

There total 6 articles about 1-[(2R,4R,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(2-imidazol-1-yl-2-oxo-ethyl)-tetrahydro-furan-2-yl]-3-(4-methoxy-benzyl)-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: 96.0%

: 530-62-1
1,1'-carbonyldiimidazole

: 151294-49-4
{(2S,3R,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-[3-(4-methoxy-benzyl)-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-tetrahydro-furan-3-yl}-acetic acid

: 151294-50-7
1-[(2R,4R,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(2-imidazol-1-yl-2-oxo-ethyl)-tetrahydro-furan-2-yl]-3-(4-methoxy-benzyl)-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: In tetrahydrofuran; for 16h; Ambient temperature;

Reference yield:

: 120232-08-8
5'-O-(tert-butyldimethylsilyl)-3'-C-allyl-2',3'-dideoxythymidine

: 151294-50-7
1-[(2R,4R,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(2-imidazol-1-yl-2-oxo-ethyl)-tetrahydro-furan-2-yl]-3-(4-methoxy-benzyl)-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / Ph₃P, diethyl azodicarboxylate / dioxane / 8 h / Ambient temperature

2: OsO₄, H₂O / dioxane / 0.25 h / Ambient temperature

3: aq. NaIO₄ / dioxane / 24 h / 20 - 25 °C

4: 100 percent / 2-methylbut-2-ene, sodium chlorite, aq. NaH₂PO₄ / 2-methyl-propan-2-ol / 2.5 h / Ambient temperature

5: 96 percent / tetrahydrofuran / 16 h / Ambient temperature

With sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; 2-methyl-but-2-ene; water; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; tert-butyl alcohol;

Reference yield:

: 105-13-5
4-Methoxybenzyl alcohol

: 151294-50-7
1-[(2R,4R,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(2-imidazol-1-yl-2-oxo-ethyl)-tetrahydro-furan-2-yl]-3-(4-methoxy-benzyl)-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / Ph₃P, diethyl azodicarboxylate / dioxane / 8 h / Ambient temperature

2: OsO₄, H₂O / dioxane / 0.25 h / Ambient temperature

3: aq. NaIO₄ / dioxane / 24 h / 20 - 25 °C

4: 100 percent / 2-methylbut-2-ene, sodium chlorite, aq. NaH₂PO₄ / 2-methyl-propan-2-ol / 2.5 h / Ambient temperature

5: 96 percent / tetrahydrofuran / 16 h / Ambient temperature

With sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; 2-methyl-but-2-ene; water; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; tert-butyl alcohol;