(4'''R,5'''S)-5'-deoxy-5'-{[2''-carboxyl-(1''',5'''-dimethyl-4'''-phenylimidazolidin-2'''-one)]aziridino}-2',3'-bis(O-triethylsilyl)adenosine

Base Information

• Chemical Name: (4'''R,5'''S)-5'-deoxy-5'-{[2''-carboxyl-(1''',5'''-dimethyl-4'''-phenylimidazolidin-2'''-one)]aziridino}-2',3'-bis(O-triethylsilyl)adenosine
• CAS No.: 473907-82-3
• Molecular Formula: C₃₆H₅₆N₈O₅Si₂
• Molecular Weight: 737.062
• Mol file: 473907-82-3.mol

Synonyms:

Chemical Property of (4'''R,5'''S)-5'-deoxy-5'-{[2''-carboxyl-(1''',5'''-dimethyl-4'''-phenylimidazolidin-2'''-one)]aziridino}-2',3'-bis(O-triethylsilyl)adenosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4'''R,5'''S)-5'-deoxy-5'-{[2''-carboxyl-(1''',5'''-dimethyl-4'''-phenylimidazolidin-2'''-one)]aziridino}-2',3'-bis(O-triethylsilyl)adenosine

There total 7 articles about (4'''R,5'''S)-5'-deoxy-5'-{[2''-carboxyl-(1''',5'''-dimethyl-4'''-phenylimidazolidin-2'''-one)]aziridino}-2',3'-bis(O-triethylsilyl)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:

triethylsilyl chloride (994-30-9) → (4'''R,5'''S)-5'-deoxy-5'-{[2''-carboxyl-(1''',5'''-dimethyl-4'''-phenylimidazolidin-2'''-one)]aziridino}-2',3'-bis(O-triethylsilyl)adenosine (473907-82-3)

Guidance literature:

Multi-step reaction with 3 steps

1: imidazole / dimethylformamide / 2 h / 20 °C

2: 16.8 g / triphenylphosphine / tetrahydrofuran; H₂O / 1.5 h / Heating

3: triethylamine / tetrahydrofuran / 16 h / Heating

With 1H-imidazole; triethylamine; triphenylphosphine; In tetrahydrofuran; water; N,N-dimethyl-formamide; 2: Staudinger reaction;

DOI:10.1016/S0040-4020(02)00590-2

Reference yield:

(4R,5S)-1,5-dimethyl-4-phenylimidazolidin-2-one (92841-65-1) → (4'''R,5'''S)-5'-deoxy-5'-{[2''-carboxyl-(1''',5'''-dimethyl-4'''-phenylimidazolidin-2'''-one)]aziridino}-2',3'-bis(O-triethylsilyl)adenosine (473907-82-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 82.1 percent / acetonitrile / 2 h / Heating

2: triethylamine / tetrahydrofuran / 16 h / Heating

With triethylamine; In tetrahydrofuran; acetonitrile;

DOI:10.1016/S0040-4020(02)00590-2

Reference yield:

2',3'-isopropylidene adenosine (362-75-4) → (4'''R,5'''S)-5'-deoxy-5'-{[2''-carboxyl-(1''',5'''-dimethyl-4'''-phenylimidazolidin-2'''-one)]aziridino}-2',3'-bis(O-triethylsilyl)adenosine (473907-82-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 73.1 percent / diphenylphosphoryl azide; diethyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 36 h / 20 °C

2: CF₃CO₂H / H₂O / 0.33 h / 20 °C

3: imidazole / dimethylformamide / 2 h / 20 °C

4: 16.8 g / triphenylphosphine / tetrahydrofuran; H₂O / 1.5 h / Heating

5: triethylamine / tetrahydrofuran / 16 h / Heating

With 1H-imidazole; diphenylphosphoranyl azide; triethylamine; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In tetrahydrofuran; water; N,N-dimethyl-formamide; 4: Staudinger reaction;

DOI:10.1016/S0040-4020(02)00590-2

upstream raw materials:

(4R,5S)-1,5-dimethyl-4-phenylimidazolidin-2-one-3-(2',3'-dibromopropionyl)

5’-amino-5’-deoxy-2’,3’-bis(O-triethylsilyl)adenosine

triethylsilyl chloride

(4R,5S)-1,5-dimethyl-4-phenylimidazolidin-2-one