3'-deoxy-N⁶,2'-O-bis[2-(p-nitrophenyl)ethoxicarbonyl]adenosine

Base Information

• Chemical Name: 3'-deoxy-N⁶,2'-O-bis[2-(p-nitrophenyl)ethoxicarbonyl]adenosine
• CAS No.: 97776-94-8
• Molecular Formula: C₂₈H₂₇N₇O₁₁
• Molecular Weight: 637.563
• Mol file: 97776-94-8.mol

Synonyms:3'-deoxy-N⁶,2'-O-bis[2-(p-nitrophenyl)ethoxicarbonyl]adenosine

Chemical Property of 3'-deoxy-N⁶,2'-O-bis[2-(p-nitrophenyl)ethoxicarbonyl]adenosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3'-deoxy-N⁶,2'-O-bis[2-(p-nitrophenyl)ethoxicarbonyl]adenosine

There total 5 articles about 3'-deoxy-N⁶,2'-O-bis[2-(p-nitrophenyl)ethoxicarbonyl]adenosine 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: 89.0%

3'-deoxy-5'-O-(monomethoxytrityl)-N6,2'-O-bis<2-(p-nitrophenyl)ethoxicarbonyl>adenosine → 3'-deoxy-N6,2'-O-bis[2-(p-nitrophenyl)ethoxicarbonyl]adenosine (97776-94-8)

Guidance literature:

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

DOI:10.1002/hlca.19870700808

Reference yield:

cordycepin (73-03-0) → 3'-deoxy-N6,2'-O-bis[2-(p-nitrophenyl)ethoxicarbonyl]adenosine (97776-94-8)

Guidance literature:

Multi-step reaction with 5 steps

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

2: 94 percent / CH₂Cl₂ / 18 h / Ambient temperature

3: 90 percent / pyridine / 18 h / Ambient temperature

4: 89 percent / 4-(dimethylamino) pyridine / CH₂Cl₂ / 9 h / Ambient temperature

5: 89 percent / TsOH (1percent) / methanol; CH₂Cl₂ / 0.25 h / Ambient temperature

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

DOI:10.1002/hlca.19870700808

Reference yield:

9-((2R,3R,5S)-3-Trimethylsilanyloxy-5-trimethylsilanyloxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-ylamine → 3'-deoxy-N6,2'-O-bis[2-(p-nitrophenyl)ethoxicarbonyl]adenosine (97776-94-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 94 percent / CH₂Cl₂ / 18 h / Ambient temperature

2: 90 percent / pyridine / 18 h / Ambient temperature

3: 89 percent / 4-(dimethylamino) pyridine / CH₂Cl₂ / 9 h / Ambient temperature

4: 89 percent / TsOH (1percent) / methanol; CH₂Cl₂ / 0.25 h / Ambient temperature

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

DOI:10.1002/hlca.19870700808

upstream raw materials:

cordycepin

3'-deoxy-5'-O-monomethoxytrityl-6-N-[2-(4-nitrophenyl)-ethoxycarbonyl]-adenosine

3'-deoxy-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine

Downstream raw materials:

C₅₈H₇₆N₈O₁₆

6-Tetradecanoylamino-hexanoic acid (2S,4R,5R)-5-{6-[2-(4-nitro-phenyl)-ethoxycarbonylamino]-purin-9-yl}-4-[2-(4-nitro-phenyl)-ethoxycarbonyloxy]-tetrahydro-furan-2-ylmethyl ester

6-(9H-Fluoren-9-ylmethoxycarbonylamino)-hexanoic acid (2S,4R,5R)-5-{6-[2-(4-nitro-phenyl)-ethoxycarbonylamino]-purin-9-yl}-4-[2-(4-nitro-phenyl)-ethoxycarbonyloxy]-tetrahydro-furan-2-ylmethyl ester