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

Base Information

• Chemical Name: N²-benzoyl-O⁶-(p-nitrophenylethyl)-2',3'-bis-O-(tert-butyldimethylsilyl)guanosine 5'-O-(methyl N,N-diisopropylphosphoramidite)
• CAS No.: 102302-25-0
• Molecular Formula: C₄₄H₆₈N₇O₉PSi₂
• Molecular Weight: 926.21
• Mol file: 102302-25-0.mol

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

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

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 5'-O-(methyl N,N-diisopropylphosphoramidite)

There total 3 articles about N²-benzoyl-O⁶-(p-nitrophenylethyl)-2',3'-bis-O-(tert-butyldimethylsilyl)guanosine 5'-O-(methyl 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: 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

Reference yield:

2-(4-nitrophenyl)ethanol (100-27-6) → N2-benzoyl-O6-(p-nitrophenylethyl)-2',3'-bis-O-(tert-butyldimethylsilyl)guanosine 5'-O-(methyl N,N-diisopropylphosphoramidite) (102302-25-0)

Guidance literature:

Multi-step reaction with 3 steps

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

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

3: 78 percent / diisopropylethylamine / CHCl₃ / 2 h / Ambient temperature

With water; N-ethyl-N,N-diisopropylamine; triphenylphosphine; zinc dibromide; diethylazodicarboxylate; In 1,4-dioxane; nitromethane; chloroform;

DOI:10.1021/jo00251a010

Reference yield:

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 5'-O-(methyl N,N-diisopropylphosphoramidite) (102302-25-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / ZnBr₂, H₂O / nitromethane / 24 h / 60 °C

2: 78 percent / diisopropylethylamine / CHCl₃ / 2 h / Ambient temperature

With water; N-ethyl-N,N-diisopropylamine; zinc dibromide; In nitromethane; chloroform;

DOI:10.1021/jo00251a010

upstream raw materials:

N,N-diisopropylmethylphosphonamidic chloride

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

2-(4-nitrophenyl)ethanol

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

Downstream raw materials:

C₈₁H₁₁₅N₉O₂₂P₂Si₄

C₉₇H₁₂₇N₁₃O₂₄P₂Si₄

C₉₇H₁₂₇N₁₃O₂₄P₂Si₄

C₁₁₃H₁₃₉N₁₇O₂₆P₂Si₄