2'-deoxy-N²-[2-(4-nitrophenyl)ethoxycarbonyl]-O⁶-[2-(4-nitrophenyl)ethyl]guanosine

Base Information

• Chemical Name: 2'-deoxy-N²-[2-(4-nitrophenyl)ethoxycarbonyl]-O⁶-[2-(4-nitrophenyl)ethyl]guanosine
• CAS No.: 111244-92-9
• Molecular Formula: C₂₇H₂₇N₇O₁₀
• Molecular Weight: 609.552

Synonyms:2'-deoxy-N²-[2-(4-nitrophenyl)ethoxycarbonyl]-O⁶-[2-(4-nitrophenyl)ethyl]guanosine

Chemical Property of 2'-deoxy-N²-[2-(4-nitrophenyl)ethoxycarbonyl]-O⁶-[2-(4-nitrophenyl)ethyl]guanosine

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

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MSDS Files:

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Technology Process of 2'-deoxy-N²-[2-(4-nitrophenyl)ethoxycarbonyl]-O⁶-[2-(4-nitrophenyl)ethyl]guanosine

There total 6 articles about 2'-deoxy-N²-[2-(4-nitrophenyl)ethoxycarbonyl]-O⁶-[2-(4-nitrophenyl)ethyl]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:

5'-O-[(2-cyano-1-phenylethoxy)carbonyl]-2'-deoxy-N2-{[2-(4-nitrophenyl)ethoxy]carbonyl}-O6-[2-(4-nitrophenyl)ethyl]guanosine → cinnamonitrile (4360-47-8) + 2'-deoxy-N2-[2-(4-nitrophenyl)ethoxycarbonyl]-O6-[2-(4-nitrophenyl)ethyl]guanosine (111244-92-9)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 20 ℃; Kinetics;

DOI:10.1002/hlca.200390206

Reference yield:

3',5'-bis-O-acetyl-2'-deoxy-N2-<2-(4-nitrophenyl)ethoxycarbonyl>-O6-<2-(4-nitrophenyl)ethyl>guanosine → 2'-deoxy-N2-[2-(4-nitrophenyl)ethoxycarbonyl]-O6-[2-(4-nitrophenyl)ethyl]guanosine (111244-92-9)

Guidance literature:

With ammonium hydroxide; In 1,4-dioxane; methanol; at 4 ℃; for 15h; Yield given;

DOI:10.1002/hlca.19930760122

Reference yield:

2-(4-nitrophenyl)ethanol (100-27-6) → 2'-deoxy-N2-[2-(4-nitrophenyl)ethoxycarbonyl]-O6-[2-(4-nitrophenyl)ethyl]guanosine (111244-92-9)

Guidance literature:

Multi-step reaction with 3 steps

1: PPh₃; diethyl diazenedicarboxylate / dioxane / 1 h

2: pyridine; CHCl₃ / 3 h / 20 °C

3: NH₃ / dioxane / 20 h

With ammonia; triphenylphosphine; diethylazodicarboxylate; In 1,4-dioxane; pyridine; chloroform; 1: Alkylation / 2: Acylation / 3: Deacetylation;

DOI:10.1002/(SICI)1522-2675(19991215)82:12<2172::AID-HLCA2172>3.0.CO;2-R

upstream raw materials:

2-(4-nitrophenyl)ethanol

2-(4-nitrophenyl)ethoxycarbonyl chloride

2-amino-6-(2-(p-nitrophenyl)ethyloxy)-9-[2'-deoxy-β-D-erythropentofuranosyl]purine diacetate

3',5'-di-O-acetyl-2'-deoxyguanosine

Downstream raw materials:

5'-O-(2-dansylethoxycarbonyl)-2'-deoxy-N²-[2-(4-nitrophenyl)ethoxycarbonyl]-O⁶-[2-(4-nitrophenyl)ethyl]guanosine

2'-deoxy-5'-O-(monomethoxytrityl)-N²-<2-(4-nitrophenyl)ethoxycarbonyl>-O⁶-<2-(4-nitrophenyl)ethyl>guanosine

2'-deoxy-5'-O-[dimethyl(1,1,2-trimethylpropyl)silyl]-N²-{[2-(4-nitrophenyl)ethoxy]carbonyl}-O⁶-[2-(4-nitrophenyl)ethyl]guanosine

2-(2-Nitro-phenyl)-ethanesulfonic acid (2R,3S,5R)-3-hydroxy-5-{6-[2-(4-nitro-phenyl)-ethoxy]-2-[2-(4-nitro-phenyl)-ethoxycarbonylamino]-purin-9-yl}-tetrahydro-furan-2-ylmethyl ester

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