1-(2-deoxy-3,5-di-O-tetraisopropyldisiloxanyl-β-D-ribofuranosyl)-2-diphenylcarbamoyloxyimidazole

Base Information

• Chemical Name: 1-(2-deoxy-3,5-di-O-tetraisopropyldisiloxanyl-β-D-ribofuranosyl)-2-diphenylcarbamoyloxyimidazole
• CAS No.: 793674-24-5
• Molecular Formula: C₃₃H₄₇N₃O₆Si₂
• Molecular Weight: 637.924
• Mol file: 793674-24-5.mol

Synonyms:1-(2-deoxy-3,5-di-O-tetraisopropyldisiloxanyl-β-D-ribofuranosyl)-2-diphenylcarbamoyloxyimidazole

Chemical Property of 1-(2-deoxy-3,5-di-O-tetraisopropyldisiloxanyl-β-D-ribofuranosyl)-2-diphenylcarbamoyloxyimidazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(2-deoxy-3,5-di-O-tetraisopropyldisiloxanyl-β-D-ribofuranosyl)-2-diphenylcarbamoyloxyimidazole

There total 2 articles about 1-(2-deoxy-3,5-di-O-tetraisopropyldisiloxanyl-β-D-ribofuranosyl)-2-diphenylcarbamoyloxyimidazole 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: 60.0%

diphenylcarbamic chloride (83-01-2) + 1-(2-deoxy-3,5-di-O-tetraisopropyldisiloxanyl-β-D-ribofuranosyl)imidazolin-2-one (793674-23-4) → 1-(2-deoxy-3,5-di-O-tetraisopropyldisiloxanyl-β-D-ribofuranosyl)-2-diphenylcarbamoyloxyimidazole (793674-24-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In pyridine; at 20 ℃; for 12h;

DOI:10.1021/ja047201d

Reference yield:

1-(2-deoxy-β-D-ribofuranosyl)imidazolin-2-one (500778-10-9) → 1-(2-deoxy-3,5-di-O-tetraisopropyldisiloxanyl-β-D-ribofuranosyl)-2-diphenylcarbamoyloxyimidazole (793674-24-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / pyridine / dimethylformamide / 12 h / 20 °C

2: 60 percent / N,N-diisopropylethylamine / pyridine / 12 h / 20 °C

With pyridine; N-ethyl-N,N-diisopropylamine; In pyridine; N,N-dimethyl-formamide;

DOI:10.1021/ja047201d

Reference yield: 96.0%

1-(2-deoxy-3,5-di-O-tetraisopropyldisiloxanyl-β-D-ribofuranosyl)-2-diphenylcarbamoyloxyimidazole (793674-24-5) → 1-(2-deoxy-β-D-ribofuranosyl)-2-diphenylcarbamoyloxyimidazole (793674-19-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1021/ja047201d

upstream raw materials:

diphenylcarbamic chloride

1-(2-deoxy-3,5-di-O-tetraisopropyldisiloxanyl-β-D-ribofuranosyl)imidazolin-2-one

1-(2-deoxy-β-D-ribofuranosyl)imidazolin-2-one

Downstream raw materials:

1-(2-deoxy-β-D-ribofuranosyl)-2-diphenylcarbamoyloxyimidazole

1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]-2-diphenylcarbamoyloxyimidazole