5'-O-tert-butyldiphenylsilyl-8-[(anthraquinon-2-yl)ethyl]-2'-deoxyadenosine

Base Information

• Chemical Name: 5'-O-tert-butyldiphenylsilyl-8-[(anthraquinon-2-yl)ethyl]-2'-deoxyadenosine
• CAS No.: 868383-13-5
• Molecular Formula: C₄₂H₄₁N₅O₅Si
• Molecular Weight: 723.904
• Mol file: 868383-13-5.mol

Synonyms:5'-O-tert-butyldiphenylsilyl-8-[(anthraquinon-2-yl)ethyl]-2'-deoxyadenosine

Chemical Property of 5'-O-tert-butyldiphenylsilyl-8-[(anthraquinon-2-yl)ethyl]-2'-deoxyadenosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-tert-butyldiphenylsilyl-8-[(anthraquinon-2-yl)ethyl]-2'-deoxyadenosine

There total 8 articles about 5'-O-tert-butyldiphenylsilyl-8-[(anthraquinon-2-yl)ethyl]-2'-deoxyadenosine 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: 86.0%

5'-O-tert-butyldiphenylsilyl-8-[(anthraquinon-2-yl)ethynyl]-2'-deoxyadenosine (868383-12-4) → 5'-O-tert-butyldiphenylsilyl-8-[(anthraquinon-2-yl)ethyl]-2'-deoxyadenosine (868383-13-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; ethyl acetate; at 20 ℃; for 24h; under 2068.59 Torr;

DOI:10.1081/NCN-200051894

Reference yield:

2-trimethylsilylethynyl-9,10-anthraquinone (868383-16-8) → 5'-O-tert-butyldiphenylsilyl-8-[(anthraquinon-2-yl)ethyl]-2'-deoxyadenosine (868383-13-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / KF / tetrahydrofuran; methanol / 1 h / 20 °C

2: 90 percent / CuI; TEA / Pd(PPh₃)4 / dimethylformamide / 6 h / 65 °C

3: 86 percent / H₂ / Pd/C / ethyl acetate; methanol / 24 h / 20 °C / 2068.59 Torr

With potassium fluoride; copper(l) iodide; TEA; hydrogen; palladium on activated charcoal; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1081/NCN-200051894

Reference yield:

5'-O-tert-butyldiphenylsilyl-8-bromo-2'-deoxyadenosine (868383-11-3) → 5'-O-tert-butyldiphenylsilyl-8-[(anthraquinon-2-yl)ethyl]-2'-deoxyadenosine (868383-13-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / CuI; TEA / Pd(PPh₃)4 / dimethylformamide / 6 h / 65 °C

2: 86 percent / H₂ / Pd/C / ethyl acetate; methanol / 24 h / 20 °C / 2068.59 Torr

With copper(l) iodide; TEA; hydrogen; palladium on activated charcoal; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1081/NCN-200051894

upstream raw materials:

5'-O-tert-butyldiphenylsilyl-8-[(anthraquinon-2-yl)ethynyl]-2'-deoxyadenosine

2-trimethylsilylethynyl-9,10-anthraquinone

5'-O-tert-butyldiphenylsilyl-8-bromo-2'-deoxyadenosine

2-iodo-anthraquinone