diisopropyl [3-O-benzoyl-1-(6-N-benzoyladenin-9-yl)-5-O-(4,4'-dimethoxytrityl)-β-D-arabinofuranos-2-O-yl]methylphosphonate

Base Information

• Chemical Name: diisopropyl [3-O-benzoyl-1-(6-N-benzoyladenin-9-yl)-5-O-(4,4'-dimethoxytrityl)-β-D-arabinofuranos-2-O-yl]methylphosphonate
• CAS No.: 903882-61-1
• Molecular Formula: C₅₂H₅₄N₅O₁₁P
• Molecular Weight: 956.001
• Mol file: 903882-61-1.mol

Synonyms:diisopropyl [3-O-benzoyl-1-(6-N-benzoyladenin-9-yl)-5-O-(4,4'-dimethoxytrityl)-β-D-arabinofuranos-2-O-yl]methylphosphonate

Chemical Property of diisopropyl [3-O-benzoyl-1-(6-N-benzoyladenin-9-yl)-5-O-(4,4'-dimethoxytrityl)-β-D-arabinofuranos-2-O-yl]methylphosphonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diisopropyl [3-O-benzoyl-1-(6-N-benzoyladenin-9-yl)-5-O-(4,4'-dimethoxytrityl)-β-D-arabinofuranos-2-O-yl]methylphosphonate

There total 7 articles about diisopropyl [3-O-benzoyl-1-(6-N-benzoyladenin-9-yl)-5-O-(4,4'-dimethoxytrityl)-β-D-arabinofuranos-2-O-yl]methylphosphonate 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:

benzoyl cyanide (613-90-1) + {(2R,3S,4R,5R)-2-(6-Benzoylamino-purin-9-yl)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-3-yloxymethyl}-phosphonic acid diisopropyl ester → diisopropyl [3-O-benzoyl-1-(6-N-benzoyladenin-9-yl)-5-O-(4,4'-dimethoxytrityl)-β-D-arabinofuranos-2-O-yl]methylphosphonate (903882-61-1)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1081/NCN-120022734

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → diisopropyl [3-O-benzoyl-1-(6-N-benzoyladenin-9-yl)-5-O-(4,4'-dimethoxytrityl)-β-D-arabinofuranos-2-O-yl]methylphosphonate (903882-61-1)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 20 °C

2: 2.3 g / Et₃N / acetonitrile / 20 °C

With pyridine; triethylamine; In acetonitrile;

DOI:10.1021/jm050401v

Reference yield:

bis(2-propyl)-p-toluenesulfonyloxymethylphosphonate (35717-98-7) → diisopropyl [3-O-benzoyl-1-(6-N-benzoyladenin-9-yl)-5-O-(4,4'-dimethoxytrityl)-β-D-arabinofuranos-2-O-yl]methylphosphonate (903882-61-1)

Guidance literature:

Multi-step reaction with 4 steps

1: NaH / dimethylformamide / 20 °C

2: 1.6 g / aq. AcOH / 12 h / 20 °C

3: pyridine / 20 °C

4: 2.3 g / Et₃N / acetonitrile / 20 °C

With pyridine; sodium hydride; acetic acid; triethylamine; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm050401v

upstream raw materials:

benzoyl cyanide

bis(2-propyl)-p-toluenesulfonyloxymethylphosphonate

4,4'-dimethoxytrityl chloride

N6-benzoyl-9-β-D-arabinofuranosyladenine