N-benzoyl-2',3'-di-O-benzoyladenosine-5'-O-[2-(trimethylsilyl)ethyl N,N-diisopropylphosphoramidite]

Base Information

• Chemical Name: N-benzoyl-2',3'-di-O-benzoyladenosine-5'-O-[2-(trimethylsilyl)ethyl N,N-diisopropylphosphoramidite]
• CAS No.: 209047-49-4
• Molecular Formula: C₄₂H₅₁N₆O₈PSi
• Molecular Weight: 826.962
• Mol file: 209047-49-4.mol

Synonyms:N-benzoyl-2',3'-di-O-benzoyladenosine-5'-O-[2-(trimethylsilyl)ethyl N,N-diisopropylphosphoramidite]

Chemical Property of N-benzoyl-2',3'-di-O-benzoyladenosine-5'-O-[2-(trimethylsilyl)ethyl N,N-diisopropylphosphoramidite]

Chemical Property:

Purity/Quality:

99% ,98%,Electron Grade , ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-benzoyl-2',3'-di-O-benzoyladenosine-5'-O-[2-(trimethylsilyl)ethyl N,N-diisopropylphosphoramidite]

There total 1 articles about N-benzoyl-2',3'-di-O-benzoyladenosine-5'-O-[2-(trimethylsilyl)ethyl N,N-diisopropylphosphoramidite] 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: 80.0%

N-benzoyl-2',3'-di-O-benzoyladenosine (14985-43-4) + 2-(trimethylsilyl)ethyl N,N,N',N'-tetraisopropyl phosphorodiamidite (149578-28-9) → N-benzoyl-2',3'-di-O-benzoyladenosine-5'-O-[2-(trimethylsilyl)ethyl N,N-diisopropylphosphoramidite] (209047-49-4)

Guidance literature:

With N,N-diisopropylamine tetrazolide; In dichloromethane; at 20 ℃; for 8h;

DOI:10.1021/jo0008338

Reference yield: 83.0%

N-[4,4',4''-tris(benzoyloxy)trityl]-L-valinamide (209047-53-0) + N-benzoyl-2',3'-di-O-benzoyladenosine-5'-O-[2-(trimethylsilyl)ethyl N,N-diisopropylphosphoramidite] (209047-49-4) → triethylammonium O-(N-benzoyl-2',3'-di-O-benzoyladenosine-5'-O-yl)-N-[N-(4,4',4''-tris(benzoyloxy)trityl)-L-valyl]phosphoramidate

Guidance literature:

N-[4,4',4''-tris(benzoyloxy)trityl]-L-valinamide; N-benzoyl-2',3'-di-O-benzoyladenosine-5'-O-[2-(trimethylsilyl)ethyl N,N-diisopropylphosphoramidite]; With 5-(3,5-dinitrophenyl)-1H-tetrazole; In acetonitrile; at 20 ℃; for 0.5h;

With tert.-butylhydroperoxide; In acetonitrile; at 20 ℃; for 0.166667h;

With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/jo0008338

Reference yield: 62.0%

triethylamine carbonate (15715-58-9) + N-benzoyl-2',3'-di-O-benzoyladenosine-5'-O-[2-(trimethylsilyl)ethyl N,N-diisopropylphosphoramidite] (209047-49-4) + N-[4,4',4''-tris(benzoyloxy)trityl]-L-methioninamide → triethylammonium O-(N-benzoyl-2',3'-di-O-benzoyladenosine-5'-O-yl)-N-[N-(4,4',4''-tris(benzoyloxy)trityl)-L-methionyl]phosphoramidate

Guidance literature:

N-benzoyl-2',3'-di-O-benzoyladenosine-5'-O-[2-(trimethylsilyl)ethyl N,N-diisopropylphosphoramidite]; N-[4,4',4''-tris(benzoyloxy)trityl]-L-methioninamide; With 5-(3,5-dinitrophenyl)-1H-tetrazole; In acetonitrile; at 20 ℃; for 0.5h;

With tert.-butylhydroperoxide; In acetonitrile; at 20 ℃; for 0.166667h;

triethylamine carbonate; With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 20 ℃; for 20h;

DOI:10.1021/jo0008338

upstream raw materials:

N-benzoyl-2',3'-di-O-benzoyladenosine

2-(trimethylsilyl)ethyl N,N,N',N'-tetraisopropyl phosphorodiamidite

Downstream raw materials:

C₆₄H₆₂N₇O₉PSi