5',3'-O-bis(t-butylsilyl)-2'-O-(t-butyldimethylsilyl)-8-phenylethoxyadenosine

Base Information

Chemical Name:5',3'-O-bis(t-butylsilyl)-2'-O-(t-butyldimethylsilyl)-8-phenylethoxyadenosine
CAS No.:1402919-63-4
Molecular Formula:C₃₂H₅₁N₅O₅Si₂
Molecular Weight:641.958
Hs Code.:

Synonyms:5',3'-O-bis(t-butylsilyl)-2'-O-(t-butyldimethylsilyl)-8-phenylethoxyadenosine

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Chemical Property of 5',3'-O-bis(t-butylsilyl)-2'-O-(t-butyldimethylsilyl)-8-phenylethoxyadenosine

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Technology Process of 5',3'-O-bis(t-butylsilyl)-2'-O-(t-butyldimethylsilyl)-8-phenylethoxyadenosine

There total 4 articles about 5',3'-O-bis(t-butylsilyl)-2'-O-(t-butyldimethylsilyl)-8-phenylethoxyadenosine 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: 97.0%

: 60-12-8
2-phenylethanol

: 1337569-50-2
5',3'-O-bis(-t-butylsilyl)-2'-O-(t-butyldimethylsilyl)-8-bromoadenosine

: 1402919-63-4
5',3'-O-bis(t-butylsilyl)-2'-O-(t-butyldimethylsilyl)-8-phenylethoxyadenosine

Guidance literature:: 2-phenylethanol; With n-butyllithium; In tetrahydrofuran; hexane; at -40 ℃; Inert atmosphere;

5',3'-O-bis(-t-butylsilyl)-2'-O-(t-butyldimethylsilyl)-8-bromoadenosine; In tetrahydrofuran; hexane; at 23 ℃; for 20h; Inert atmosphere;
DOI:10.1021/ja307102g

Reference yield:

: 58-61-7
adenosine

: 1402919-63-4
5',3'-O-bis(t-butylsilyl)-2'-O-(t-butyldimethylsilyl)-8-phenylethoxyadenosine

Guidance literature:: Multi-step reaction with 4 steps

1.1: bromine / aq. acetate buffer / 23 °C / pH 4

2.1: N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

2.2: 0.08 h / 0 °C / Inert atmosphere

3.1: 1H-imidazole / N,N-dimethyl-formamide / 12 h / 20 - 60 °C / Inert atmosphere

4.1: n-butyllithium / tetrahydrofuran; hexane / -40 °C / Inert atmosphere

4.2: 20 h / 23 °C / Inert atmosphere

With 1H-imidazole; n-butyllithium; bromine; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;
DOI:10.1021/ja307102g

Reference yield:

: 2946-39-6
8-bromoadenosine

: 1402919-63-4
5',3'-O-bis(t-butylsilyl)-2'-O-(t-butyldimethylsilyl)-8-phenylethoxyadenosine

Guidance literature:: Multi-step reaction with 3 steps

1.1: N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

1.2: 0.08 h / 0 °C / Inert atmosphere

2.1: 1H-imidazole / N,N-dimethyl-formamide / 12 h / 20 - 60 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane / -40 °C / Inert atmosphere

3.2: 20 h / 23 °C / Inert atmosphere

With 1H-imidazole; n-butyllithium; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;
DOI:10.1021/ja307102g