N²-benzoyl-O⁶-(p-nitrophenylethyl)-2',3'-bis-O-(tert-butyldimethylsilyl)guanosine

Base Information

• Chemical Name: N²-benzoyl-O⁶-(p-nitrophenylethyl)-2',3'-bis-O-(tert-butyldimethylsilyl)guanosine
• CAS No.: 115363-46-7
• Molecular Formula: C₃₇H₅₂N₆O₈Si₂
• Molecular Weight: 765.026
• Mol file: 115363-46-7.mol

Synonyms:N²-benzoyl-O⁶-(p-nitrophenylethyl)-2',3'-bis-O-(tert-butyldimethylsilyl)guanosine

Chemical Property of N²-benzoyl-O⁶-(p-nitrophenylethyl)-2',3'-bis-O-(tert-butyldimethylsilyl)guanosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N²-benzoyl-O⁶-(p-nitrophenylethyl)-2',3'-bis-O-(tert-butyldimethylsilyl)guanosine

There total 2 articles about N²-benzoyl-O⁶-(p-nitrophenylethyl)-2',3'-bis-O-(tert-butyldimethylsilyl)guanosine 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: 68.0%

N2-benzoyl-O6-(p-nitrophenylethyl)-2',3',5'-tris-O-(tert-butyldimethylsilyl)guanosine (115363-45-6) → N2-benzoyl-O6-(p-nitrophenylethyl)-2',3'-bis-O-(tert-butyldimethylsilyl)guanosine (115363-46-7)

Guidance literature:

With water; zinc dibromide; In nitromethane; at 60 ℃; for 24h;

DOI:10.1021/jo00251a010

Reference yield:

2-(4-nitrophenyl)ethanol (100-27-6) → N2-benzoyl-O6-(p-nitrophenylethyl)-2',3'-bis-O-(tert-butyldimethylsilyl)guanosine (115363-46-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / triphenylphosphine, diethyl azidodicarboxylate / dioxane / 0.75 h

2: 68 percent / ZnBr₂, H₂O / nitromethane / 24 h / 60 °C

With water; triphenylphosphine; zinc dibromide; diethylazodicarboxylate; In 1,4-dioxane; nitromethane;

DOI:10.1021/jo00251a010

Reference yield: 78.0%

N,N-diisopropylmethylphosphonamidic chloride (86030-43-5) + N2-benzoyl-O6-(p-nitrophenylethyl)-2',3'-bis-O-(tert-butyldimethylsilyl)guanosine (115363-46-7) → N2-benzoyl-O6-(p-nitrophenylethyl)-2',3'-bis-O-(tert-butyldimethylsilyl)guanosine 5'-O-(methyl N,N-diisopropylphosphoramidite) (102302-25-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In chloroform; for 2h; Ambient temperature;

DOI:10.1021/jo00251a010

upstream raw materials:

N²-benzoyl-O⁶-(p-nitrophenylethyl)-2',3',5'-tris-O-(tert-butyldimethylsilyl)guanosine

2-(4-nitrophenyl)ethanol

Downstream raw materials:

N²-benzoyl-O⁶-(p-nitrophenylethyl)-2',3'-bis-O-(tert-butyldimethylsilyl)guanosine 5'-O-(β-cyanoethyl N,N-diisopropylphosphoramidite)

N²-benzoyl-O⁶-(p-nitrophenylethyl)-2',3'-bis-O-(tert-butyldimethylsilyl)guanosine 5'-O-(methyl N,N-diisopropylphosphoramidite)