1-((2S,3aS,9aR)-2-Benzoyl-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-1H-pyrimidine-2,4-dione

Base Information

• Chemical Name: 1-((2S,3aS,9aR)-2-Benzoyl-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-1H-pyrimidine-2,4-dione
• CAS No.: 189065-05-2
• Molecular Formula: C₂₈H₄₂N₂O₇Si₂
• Molecular Weight: 574.822
• Mol file: 189065-05-2.mol

Synonyms:1-((2S,3aS,9aR)-2-Benzoyl-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-1H-pyrimidine-2,4-dione

Chemical Property of 1-((2S,3aS,9aR)-2-Benzoyl-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-1H-pyrimidine-2,4-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-((2S,3aS,9aR)-2-Benzoyl-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-1H-pyrimidine-2,4-dione

There total 5 articles about 1-((2S,3aS,9aR)-2-Benzoyl-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-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%

1-[(2S,3aS,9aR)-2-(Hydroxy-phenyl-methyl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-1H-pyrimidine-2,4-dione → 1-((2S,3aS,9aR)-2-Benzoyl-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-1H-pyrimidine-2,4-dione (189065-05-2)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; Ambient temperature;

DOI:10.1080/07328319708002519

Reference yield:

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane (69304-37-6) → 1-((2S,3aS,9aR)-2-Benzoyl-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-1H-pyrimidine-2,4-dione (189065-05-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 26 percent / pyridine / -20 - 20 °C

2: 91 percent / oxalyl chloride / dimethylsulfoxide; triethylamine; CH₂Cl₂ / -60 °C

3: tetrahydrofuran; hexane / 3 h / -78 °C

4: 72 percent / Dess-Martin periodinane / CH₂Cl₂ / Ambient temperature

With oxalyl dichloride; Dess-Martin periodane; In tetrahydrofuran; pyridine; hexane; dichloromethane; dimethyl sulfoxide; triethylamine;

DOI:10.1080/07328319708002519

Reference yield:

1-[3'-deoxy-4',6'-O-(1,1,3,3-tetraisopropyldisiloxan-1,3-diyl)-β-D-psicofuranosyl]uracil (105291-41-6) → 1-((2S,3aS,9aR)-2-Benzoyl-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-1H-pyrimidine-2,4-dione (189065-05-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / oxalyl chloride / dimethylsulfoxide; triethylamine; CH₂Cl₂ / -60 °C

2: tetrahydrofuran; hexane / 3 h / -78 °C

3: 72 percent / Dess-Martin periodinane / CH₂Cl₂ / Ambient temperature

With oxalyl dichloride; Dess-Martin periodane; In tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide; triethylamine;

DOI:10.1080/07328319708002519

upstream raw materials:

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

1-[3'-deoxy-4',6'-O-(1,1,3,3-tetraisopropyldisiloxan-1,3-diyl)-β-D-psicofuranosyl]uracil

(2S,3aS,9aR)-2-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacyclooctene-2-carbaldehyde

1-(3'-deoxy-β-D-psicofuranosyl)uracil