3',5'-di-O-acetyl-2'-deoxy-O⁶-methyl-N²-[2-(4-nitrophenyl)ethoxycarbonyl]guanosine

Base Information

• Chemical Name: 3',5'-di-O-acetyl-2'-deoxy-O⁶-methyl-N²-[2-(4-nitrophenyl)ethoxycarbonyl]guanosine
• CAS No.: 259675-32-6
• Molecular Formula: C₂₄H₂₆N₆O₁₀
• Molecular Weight: 558.505

Synonyms:3',5'-di-O-acetyl-2'-deoxy-O⁶-methyl-N²-[2-(4-nitrophenyl)ethoxycarbonyl]guanosine

Chemical Property of 3',5'-di-O-acetyl-2'-deoxy-O⁶-methyl-N²-[2-(4-nitrophenyl)ethoxycarbonyl]guanosine

Chemical Property:

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Technology Process of 3',5'-di-O-acetyl-2'-deoxy-O⁶-methyl-N²-[2-(4-nitrophenyl)ethoxycarbonyl]guanosine

There total 2 articles about 3',5'-di-O-acetyl-2'-deoxy-O⁶-methyl-N²-[2-(4-nitrophenyl)ethoxycarbonyl]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: 87.0%

2-(4-nitrophenyl)ethoxycarbonyl chloride (88091-68-3) + 3',5'-di-O-acetyl-2'-deoxy-O6-methylguanosine (259675-30-4) → 3',5'-di-O-acetyl-2'-deoxy-O6-methyl-N2-[2-(4-nitrophenyl)ethoxycarbonyl]guanosine (259675-32-6)

Guidance literature:

In pyridine; at 20 ℃; for 20h;

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

Reference yield:

3',5'-di-O-acetyl-2'-deoxyguanosine (69992-10-5) → 3',5'-di-O-acetyl-2'-deoxy-O6-methyl-N2-[2-(4-nitrophenyl)ethoxycarbonyl]guanosine (259675-32-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 25 percent / PPh₃; diethyl diazenedicarboxylate / dioxane / 24 h

2: 87 percent / pyridine / 20 h / 20 °C

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

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

Reference yield: 88.0%

3',5'-di-O-acetyl-2'-deoxy-O6-methyl-N2-[2-(4-nitrophenyl)ethoxycarbonyl]guanosine (259675-32-6) → 2'-deoxy-O6-methyl-N2-[2-(4-nitrophenyl)ethoxycarbonyl]guanosine (259675-33-7)

Guidance literature:

With ammonia; In 1,4-dioxane; at 5 ℃; for 20h;

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

upstream raw materials:

2-(4-nitrophenyl)ethoxycarbonyl chloride

3',5'-di-O-acetyl-2'-deoxy-O⁶-methylguanosine

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

Downstream raw materials:

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

2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-O⁶-methyl-N²-[2-(4-nitrophenyl)ethoxycarbonyl]guanosine

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