3'-O,5'-O-bis(tert-butyldimethylsilyl)-O⁶-(2''-(4'''-nitrophenyl)ethyl)-2'-deoxyguanosine

Base Information

• Chemical Name: 3'-O,5'-O-bis(tert-butyldimethylsilyl)-O⁶-(2''-(4'''-nitrophenyl)ethyl)-2'-deoxyguanosine
• CAS No.: 147299-48-7
• Molecular Formula: C₃₀H₄₈N₆O₆Si₂
• Molecular Weight: 644.919
• Mol file: 147299-48-7.mol

Synonyms:3'-O,5'-O-bis(tert-butyldimethylsilyl)-O⁶-(2''-(4'''-nitrophenyl)ethyl)-2'-deoxyguanosine

Chemical Property of 3'-O,5'-O-bis(tert-butyldimethylsilyl)-O⁶-(2''-(4'''-nitrophenyl)ethyl)-2'-deoxyguanosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3'-O,5'-O-bis(tert-butyldimethylsilyl)-O⁶-(2''-(4'''-nitrophenyl)ethyl)-2'-deoxyguanosine

There total 5 articles about 3'-O,5'-O-bis(tert-butyldimethylsilyl)-O⁶-(2''-(4'''-nitrophenyl)ethyl)-2'-deoxyguanosine 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%

2-(4-nitrophenyl)ethanol (100-27-6) + 3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine (51549-35-0) → 3'-O,5'-O-bis(tert-butyldimethylsilyl)-O6-(2''-(4'''-nitrophenyl)ethyl)-2'-deoxyguanosine (147299-48-7)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In 1,4-dioxane; for 24h;

DOI:10.1002/1521-3765(20001117)6:22<4188::AID-CHEM4188>3.0.CO;2-N

Reference yield:

2'-Deoxyguanosine (961-07-9) → 3'-O,5'-O-bis(tert-butyldimethylsilyl)-O6-(2''-(4'''-nitrophenyl)ethyl)-2'-deoxyguanosine (147299-48-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / imidazole / dimethylformamide / 24 h / 20 °C

2: 80 percent / PPh₃; DEAD / dioxane / 24 h

With 1H-imidazole; triphenylphosphine; diethylazodicarboxylate; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1002/1521-3765(20001117)6:22<4188::AID-CHEM4188>3.0.CO;2-N

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 3'-O,5'-O-bis(tert-butyldimethylsilyl)-O6-(2''-(4'''-nitrophenyl)ethyl)-2'-deoxyguanosine (147299-48-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / imidazole / dimethylformamide / 25 h

2: 1.) triphenylphosphine, 2.) diethyl azodicarboxylate / 1.) p-dioxane, 25 deg C, 1 h, 2.) p-dioxane, 24 h

With 1H-imidazole; triphenylphosphine; diethylazodicarboxylate; In N,N-dimethyl-formamide;

DOI:10.1021/ja00062a002

upstream raw materials:

2-(4-nitrophenyl)ethanol

3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine

3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine

2'-Deoxyguanosine

Downstream raw materials:

9-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-6-[2-(4-nitro-phenyl)-ethoxy]-3,9-dihydro-purin-2-one

((2R,3S,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-{2-fluoro-6-[2-(4-nitro-phenyl)-ethoxy]-purin-9-yl}-tetrahydro-furan-2-yl)-methanol

3′,5′-O-bis(tert-butyldimethylsilyl)-O⁶-(p-nitrophenylethyl)-2′-deoxy-2-fluoroguanosine

C₅₁H₅₁Cl₂N₁₃O₁₂