9-<2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-arabinofuranosyl>-O⁶-<2-(4-nitrophenyl)ethyl>guanine

Base Information

• Chemical Name: 9-<2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-arabinofuranosyl>-O⁶-<2-(4-nitrophenyl)ethyl>guanine
• CAS No.: 148313-07-9
• Molecular Formula: C₃₉H₅₃N₇O₁₂Si₂
• Molecular Weight: 868.061
• Mol file: 148313-07-9.mol

Synonyms:9-<2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-arabinofuranosyl>-O⁶-<2-(4-nitrophenyl)ethyl>guanine

Chemical Property of 9-<2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-arabinofuranosyl>-O⁶-<2-(4-nitrophenyl)ethyl>guanine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-<2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-arabinofuranosyl>-O⁶-<2-(4-nitrophenyl)ethyl>guanine

There total 6 articles about 9-<2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-arabinofuranosyl>-O⁶-<2-(4-nitrophenyl)ethyl>guanine 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: 82.0%

1-methyl-3-[2-(4-nitrophenyl)ethoxycarbonyl]imidazolium chloride (88091-70-7) + O6-<2-(4-nitrophenyl)ethyl>-9-<3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-arabinofuranosyl>guanine (148313-06-8) → 9-<2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-arabinofuranosyl>-O6-<2-(4-nitrophenyl)ethyl>guanine (148313-07-9)

Guidance literature:

With dmap; In dichloromethane; for 22h; Ambient temperature;

DOI:10.1002/hlca.19930760110

Reference yield:

9-β-D-arabinofuranosylguanine (38819-10-2) → 9-<2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-arabinofuranosyl>-O6-<2-(4-nitrophenyl)ethyl>guanine (148313-07-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 94 percent / pyridine / dimethylformamide / 5 h / Ambient temperature

2: PPh₃ / dioxane / 0.75 h / Ambient temperature

3: diethyl azodicarboxylate / 4 h

4: 94 percent / pyridine / Ambient temperature

5: 82 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 22 h / Ambient temperature

With pyridine; dmap; triphenylphosphine; diethylazodicarboxylate; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/hlca.19930760110

Reference yield:

9-(2',3',5'-tri-O-acetyl-β-D-arabinofuranosyl)guanine (74491-89-7) → 9-<2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-arabinofuranosyl>-O6-<2-(4-nitrophenyl)ethyl>guanine (148313-07-9)

Guidance literature:

Multi-step reaction with 4 steps

1: PPh₃ / dioxane / 0.75 h / Ambient temperature

2: diethyl azodicarboxylate / 4 h

3: 94 percent / pyridine / Ambient temperature

4: 82 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 22 h / Ambient temperature

With pyridine; dmap; triphenylphosphine; diethylazodicarboxylate; In 1,4-dioxane; dichloromethane;

DOI:10.1002/hlca.19930760110

upstream raw materials:

1-methyl-3-[2-(4-nitrophenyl)ethoxycarbonyl]imidazolium chloride

O⁶-<2-(4-nitrophenyl)ethyl>-9-<3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-arabinofuranosyl>guanine

9-β-D-arabinofuranosylguanine

9-(2',3',5'-tri-O-acetyl-β-D-arabinofuranosyl)guanine

Downstream raw materials:

N²-<2-(4-nitrophenyl)ethoxycarbonyl>-9-<2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-arabinofuranosyl>-O⁶-<2-(4-nitrophenyl)ethyl>guanine

N²-<2-(4-nitrophenyl)ethoxycarbonyl>-9-<2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-arabinofuranosyl>-O⁶-<2-(4-nitrophenyl)ethyl>guanine

9-<5'-O-(monomethoxytrityl)-2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-arabinofuranosyl>-N²-<2-(4-nitrophenyl)ethoxycarbonyl>-O⁶-<2-(4-nitrophenyl)ethyl>guanine

9-<5'-O-(dimethoxytrityl)-2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-arabinofuranosyl>-N²-<2-(4-nitrophenyl)ethoxycarbonyl>-O⁶-<2-(4-nitrophenyl)ethyl>guanine