4-N-pivaloyl-2'-O-(9-phenylxanthen-9-yl)-5'-O-(tert-butoxydiphenylsilyl)adenosine

Base Information

• Chemical Name: 4-N-pivaloyl-2'-O-(9-phenylxanthen-9-yl)-5'-O-(tert-butoxydiphenylsilyl)adenosine
• CAS No.: 195247-47-3
• Molecular Formula: C₅₀H₅₁N₅O₇Si
• Molecular Weight: 862.07

Synonyms:4-N-pivaloyl-2'-O-(9-phenylxanthen-9-yl)-5'-O-(tert-butoxydiphenylsilyl)adenosine

Chemical Property of 4-N-pivaloyl-2'-O-(9-phenylxanthen-9-yl)-5'-O-(tert-butoxydiphenylsilyl)adenosine

Chemical Property:

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Technology Process of 4-N-pivaloyl-2'-O-(9-phenylxanthen-9-yl)-5'-O-(tert-butoxydiphenylsilyl)adenosine

There total 4 articles about 4-N-pivaloyl-2'-O-(9-phenylxanthen-9-yl)-5'-O-(tert-butoxydiphenylsilyl)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: 84.2%

tert-butyloxydiphenylsilyl chloride (17922-24-6) + 4-N-pivaloyl-2'-O-(9-phenylxanthen-9-yl)adenosine (195247-46-2) → 4-N-pivaloyl-2'-O-(9-phenylxanthen-9-yl)-5'-O-(tert-butoxydiphenylsilyl)adenosine (195247-47-3)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 2.5h;

Reference yield:

pixyl chloride (42506-03-6) → 4-N-pivaloyl-2'-O-(9-phenylxanthen-9-yl)-5'-O-(tert-butoxydiphenylsilyl)adenosine (195247-47-3)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / Ambient temperature

2: 5.20 g / TBAF / tetrahydrofuran / 0.25 h / Ambient temperature

3: 84.2 percent / imidazole / dimethylformamide / 4 h / Ambient temperature

With 1H-imidazole; tetrabutyl ammonium fluoride; In tetrahydrofuran; pyridine; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(97)00731-X

Reference yield:

3',5'-O-(1,1,3,3-Tetraisopropyldisiloxane-1,3-diyl)-6-N-pivaloyladenosine (142741-95-5) → 4-N-pivaloyl-2'-O-(9-phenylxanthen-9-yl)-5'-O-(tert-butoxydiphenylsilyl)adenosine (195247-47-3)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / Ambient temperature

2: 5.20 g / TBAF / tetrahydrofuran / 0.25 h / Ambient temperature

3: 84.2 percent / imidazole / dimethylformamide / 4 h / Ambient temperature

With 1H-imidazole; tetrabutyl ammonium fluoride; In tetrahydrofuran; pyridine; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(97)00731-X

upstream raw materials:

tert-butyloxydiphenylsilyl chloride

4-N-pivaloyl-2'-O-(9-phenylxanthen-9-yl)adenosine

pixyl chloride

3',5'-O-(1,1,3,3-Tetraisopropyldisiloxane-1,3-diyl)-6-N-pivaloyladenosine

Downstream raw materials:

4-N-pivaloyl-2'-O-(9-phenylxanthen-9-yl)-3'-O-laevulinyl-5'-O-(tert-butoxydiphenylsilyl)adenosine

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