5'-O-<<2-(cholest-5-en-3β-yloxycarbonyl)ethyl>carbonyl>-3'-deoxy-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine

Base Information

• Chemical Name: 5'-O-<<2-(cholest-5-en-3β-yloxycarbonyl)ethyl>carbonyl>-3'-deoxy-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine
• CAS No.: 162434-91-5
• Molecular Formula: C₅₀H₆₈N₆O₁₀
• Molecular Weight: 913.124

Synonyms:5'-O-<<2-(cholest-5-en-3β-yloxycarbonyl)ethyl>carbonyl>-3'-deoxy-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine

Chemical Property of 5'-O-<<2-(cholest-5-en-3β-yloxycarbonyl)ethyl>carbonyl>-3'-deoxy-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine

Chemical Property:

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Technology Process of 5'-O-<<2-(cholest-5-en-3β-yloxycarbonyl)ethyl>carbonyl>-3'-deoxy-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine

There total 4 articles about 5'-O-<<2-(cholest-5-en-3β-yloxycarbonyl)ethyl>carbonyl>-3'-deoxy-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>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: 61.0%

C56H82N6O10Si (162434-90-4) → 5'-O-<<2-(cholest-5-en-3β-yloxycarbonyl)ethyl>carbonyl>-3'-deoxy-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine (162434-91-5)

Guidance literature:

With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; for 48h; Ambient temperature;

DOI:10.1002/hlca.19940770707

Reference yield:

cholesterol (57-88-5) → 5'-O-<<2-(cholest-5-en-3β-yloxycarbonyl)ethyl>carbonyl>-3'-deoxy-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine (162434-91-5)

Guidance literature:

Multi-step reaction with 2 steps

1: DMAP, EDC / CH₂Cl₂ / 2 h / Ambient temperature

2: 61 percent / AcOH, Bu₄NF*3H₂O / tetrahydrofuran / 48 h / Ambient temperature

With dmap; tetrabutyl ammonium fluoride; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; dichloromethane;

DOI:10.1002/hlca.19940770707

Reference yield:

2'-O-<(tert-butyl)dimethylsilyl>-3'-deoxy-5'-O-(monomethoxytrityl)-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine (162434-88-0) → 5'-O-<<2-(cholest-5-en-3β-yloxycarbonyl)ethyl>carbonyl>-3'-deoxy-N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine (162434-91-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / 2percent TsOH*H₂O / CH₂Cl₂; methanol / 0.25 h / Ambient temperature

2: DMAP, EDC / CH₂Cl₂ / 2 h / Ambient temperature

3: 61 percent / AcOH, Bu₄NF*3H₂O / tetrahydrofuran / 48 h / Ambient temperature

With dmap; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1002/hlca.19940770707

upstream raw materials:

C₅₆H₈₂N₆O₁₀Si

cholesterol

2'-O-<(tert-butyl)dimethylsilyl>-3'-deoxy-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine

2'-O-<(tert-butyl)dimethylsilyl>-3'-deoxy-5'-O-(monomethoxytrityl)-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine

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