4-{[(4-Methoxy-phenyl)-diphenyl-methyl]-amino}-1-[(2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-1H-pyrimidin-2-one

Base Information

• Chemical Name: 4-{[(4-Methoxy-phenyl)-diphenyl-methyl]-amino}-1-[(2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-1H-pyrimidin-2-one
• CAS No.: 81243-99-4
• Molecular Formula: C₄₆H₆₃N₃O₈Si₂
• Molecular Weight: 842.193

Synonyms:4-{[(4-Methoxy-phenyl)-diphenyl-methyl]-amino}-1-[(2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-1H-pyrimidin-2-one

Chemical Property of 4-{[(4-Methoxy-phenyl)-diphenyl-methyl]-amino}-1-[(2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-1H-pyrimidin-2-one

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Technology Process of 4-{[(4-Methoxy-phenyl)-diphenyl-methyl]-amino}-1-[(2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-1H-pyrimidin-2-one

There total 5 articles about 4-{[(4-Methoxy-phenyl)-diphenyl-methyl]-amino}-1-[(2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-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: 97.0%

3,4-dihydro-2H-pyran (110-87-2) + 4-N-monomethoxytrityl-1-<3',5'-O-(tetraisopropyldisiloxan-1,3-diyl)-β-D-ribofuranosyl>cytosine (81243-95-0) → 4-{[(4-Methoxy-phenyl)-diphenyl-methyl]-amino}-1-[(2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-1H-pyrimidin-2-one (81243-99-4)

Guidance literature:

With toluene-4-sulfonic acid; In 1,4-dioxane;

DOI:10.1246/cl.1982.15

Reference yield:

mono-4-methoxytrityl chloride (14470-28-1) → 4-{[(4-Methoxy-phenyl)-diphenyl-methyl]-amino}-1-[(2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-1H-pyrimidin-2-one (81243-99-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / triethylamine / 4-(dimethylamino)pyridine / CH₂Cl₂ / 1 h / Ambient temperature

2: 97 percent / p-toluenesulfonic acid / dioxane

With toluene-4-sulfonic acid; triethylamine; dmap; In 1,4-dioxane; dichloromethane;

DOI:10.1246/cl.1982.15

Reference yield:

3',5'-O-[(1,1,3,3-tetraisopropyl)-1,3-disiloxanediyl]cytidine (69304-42-3) → 4-{[(4-Methoxy-phenyl)-diphenyl-methyl]-amino}-1-[(2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-1H-pyrimidin-2-one (81243-99-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / triethylamine / 4-(dimethylamino)pyridine / CH₂Cl₂ / 1 h / Ambient temperature

2: 97 percent / p-toluenesulfonic acid / dioxane

With toluene-4-sulfonic acid; triethylamine; dmap; In 1,4-dioxane; dichloromethane;

DOI:10.1246/cl.1982.15

upstream raw materials:

3,4-dihydro-2H-pyran

4-N-monomethoxytrityl-1-<3',5'-O-(tetraisopropyldisiloxan-1,3-diyl)-β-D-ribofuranosyl>cytosine

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane

3',5'-O-[(1,1,3,3-tetraisopropyl)-1,3-disiloxanediyl]cytidine

Downstream raw materials:

1-[(2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-4-{[(4-methoxy-phenyl)-diphenyl-methyl]-amino}-1H-pyrimidin-2-one

Dithiophosphoric acid O-[(2R,3R,4R,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(4-{[(4-methoxy-phenyl)-diphenyl-methyl]-amino}-2-oxo-2H-pyrimidin-1-yl)-4-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-3-yl] ester S,S'-diphenyl ester

1-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yl]-4-{[(4-methoxy-phenyl)-diphenyl-methyl]-amino}-1H-pyrimidin-2-one

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