5'-(2''-carboxymethylaziridino)-5'-deoxy-2',3'-bis(O-triethylsilyl)adenosine

Base Information

Chemical Name:5'-(2''-carboxymethylaziridino)-5'-deoxy-2',3'-bis(O-triethylsilyl)adenosine
CAS No.:473907-72-1
Molecular Formula:C₃₂H₅₀N₆O₅Si₂
Molecular Weight:654.957
Hs Code.:

Synonyms:5'-(2''-carboxymethylaziridino)-5'-deoxy-2',3'-bis(O-triethylsilyl)adenosine

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Chemical Property of 5'-(2''-carboxymethylaziridino)-5'-deoxy-2',3'-bis(O-triethylsilyl)adenosine

Chemical Property:

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Technology Process of 5'-(2''-carboxymethylaziridino)-5'-deoxy-2',3'-bis(O-triethylsilyl)adenosine

There total 6 articles about 5'-(2''-carboxymethylaziridino)-5'-deoxy-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: 80.7%

: 10288-11-6
Benzyl 2,3-dibromopropionate

: 473907-69-6
5’-amino-5’-deoxy-2’,3’-bis(O-triethylsilyl)adenosine

: 473907-72-1
5'-(2''-carboxymethylaziridino)-5'-deoxy-2',3'-bis(O-triethylsilyl)adenosine

Guidance literature:: With triethylamine; In tetrahydrofuran; for 16h; Heating;
DOI:10.1016/S0040-4020(02)00590-2

Reference yield:

: 994-30-9
triethylsilyl chloride

: 473907-72-1
5'-(2''-carboxymethylaziridino)-5'-deoxy-2',3'-bis(O-triethylsilyl)adenosine

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: 80.7 percent / 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:

: 362-75-4
2',3'-isopropylidene adenosine

: 473907-72-1
5'-(2''-carboxymethylaziridino)-5'-deoxy-2',3'-bis(O-triethylsilyl)adenosine

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: 80.7 percent / 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