9-<3'-azido-3'-deoxy-2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-xylofuranosyl>-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenine

Base Information

• Chemical Name: 9-<3'-azido-3'-deoxy-2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-xylofuranosyl>-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenine
• CAS No.: 127950-02-1
• Molecular Formula: C₂₈H₂₆N₁₀O₁₁
• Molecular Weight: 678.575

Synonyms:9-<3'-azido-3'-deoxy-2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-xylofuranosyl>-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenine

Chemical Property of 9-<3'-azido-3'-deoxy-2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-xylofuranosyl>-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenine

Chemical Property:

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Technology Process of 9-<3'-azido-3'-deoxy-2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-xylofuranosyl>-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenine

There total 7 articles about 9-<3'-azido-3'-deoxy-2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-xylofuranosyl>-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenine 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: 90.0%

9-<3'-azido-3'-deoxy-5'-O-(monomethoxytrityl)-2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-xylofuranosyl>-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenine (127950-01-0) → 9-<3'-azido-3'-deoxy-2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-xylofuranosyl>-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenine (127950-02-1)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; dichloromethane; for 0.25h; Ambient temperature;

DOI:10.1002/hlca.19890720810

Reference yield:

9-(3'-azido-3'-deoxy-β-D-xylofuranosyl)adenine (51014-75-6) → 9-<3'-azido-3'-deoxy-2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-xylofuranosyl>-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenine (127950-02-1)

Guidance literature:

Multi-step reaction with 6 steps

1: (NH₄)2SO₄ / dioxane / 3 h / Heating

2: CH₂Cl₂ / 36 h / Ambient temperature

3: aq. NH₃ / methanol / 0.75 h / Ambient temperature

4: 94 percent / pyridine / 48 h / Ambient temperature

5: 93 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 15 h / Ambient temperature

6: 90 percent / TsOH*H₂O / CH₂Cl₂; methanol / 0.25 h / Ambient temperature

With dmap; ammonium sulfate; ammonium hydroxide; toluene-4-sulfonic acid; In 1,4-dioxane; pyridine; methanol; dichloromethane;

DOI:10.1002/hlca.19890720810

Reference yield:

1-methyl-3-[2-(4-nitrophenyl)ethoxycarbonyl]imidazolium chloride (88091-70-7) → 9-<3'-azido-3'-deoxy-2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-xylofuranosyl>-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenine (127950-02-1)

Guidance literature:

Multi-step reaction with 5 steps

1: CH₂Cl₂ / 36 h / Ambient temperature

2: aq. NH₃ / methanol / 0.75 h / Ambient temperature

3: 94 percent / pyridine / 48 h / Ambient temperature

4: 93 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 15 h / Ambient temperature

5: 90 percent / TsOH*H₂O / CH₂Cl₂; methanol / 0.25 h / Ambient temperature

With dmap; ammonium hydroxide; toluene-4-sulfonic acid; In pyridine; methanol; dichloromethane;

DOI:10.1002/hlca.19890720810

upstream raw materials:

9-<3'-azido-3'-deoxy-5'-O-(monomethoxytrityl)-2'-O-<2-(4-nitrophenyl)ethoxycarbonyl>-β-D-xylofuranosyl>-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenine

9-(3'-azido-3'-deoxy-β-D-xylofuranosyl)adenine

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

9-<3'-azido-3'-deoxy-5'-O-(monomethoxytrityl)-β-D-xylofuranosyl>-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenine

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