5',3'-bis(O-tert-butyldimethylsilyl)-6-N-(2,2'-bis(2-nitrophenyl)ethyloxycarbonyl)-2'-deoxyguanosine

Base Information

• Chemical Name: 5',3'-bis(O-tert-butyldimethylsilyl)-6-N-(2,2'-bis(2-nitrophenyl)ethyloxycarbonyl)-2'-deoxyguanosine
• CAS No.: 243657-15-0
• Molecular Formula: C₃₇H₅₁N₇O₁₀Si₂
• Molecular Weight: 810.024

Synonyms:5',3'-bis(O-tert-butyldimethylsilyl)-6-N-(2,2'-bis(2-nitrophenyl)ethyloxycarbonyl)-2'-deoxyguanosine

Chemical Property of 5',3'-bis(O-tert-butyldimethylsilyl)-6-N-(2,2'-bis(2-nitrophenyl)ethyloxycarbonyl)-2'-deoxyguanosine

Chemical Property:

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Technology Process of 5',3'-bis(O-tert-butyldimethylsilyl)-6-N-(2,2'-bis(2-nitrophenyl)ethyloxycarbonyl)-2'-deoxyguanosine

There total 1 articles about 5',3'-bis(O-tert-butyldimethylsilyl)-6-N-(2,2'-bis(2-nitrophenyl)ethyloxycarbonyl)-2'-deoxyguanosine 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: 50.0%

3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine (51549-35-0) + 2,2'-bis(2-nitrophenyl)ethyl chloroformate (189216-43-1) → 5',3'-bis(O-tert-butyldimethylsilyl)-6-N-(2,2'-bis(2-nitrophenyl)ethyloxycarbonyl)-2'-deoxyguanosine (243657-15-0)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; tert-butylmagnesium chloride; In tetrahydrofuran; for 4h;

DOI:10.1021/jo990479h

Reference yield:

5',3'-bis(O-tert-butyldimethylsilyl)-6-N-(2,2'-bis(2-nitrophenyl)ethyloxycarbonyl)-2'-deoxyguanosine (243657-15-0) → 2'-Deoxyguanosine (961-07-9)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutylammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C

2: acetic acid / dioxane; H₂O / 0.25 h / 20 °C / UV-irradiation

With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; 1,4-dioxane; water; 1: Hydrolysis / 2: Decomposition;

DOI:10.1021/jo990479h

Reference yield:

5',3'-bis(O-tert-butyldimethylsilyl)-6-N-(2,2'-bis(2-nitrophenyl)ethyloxycarbonyl)-2'-deoxyguanosine (243657-15-0) → 2-N-(2,2'-bis(2-nitrophenyl)ethyloxycarbonyl)-2'-deoxyguanosine (243657-13-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1.5h;

DOI:10.1021/jo990479h

upstream raw materials:

3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine

2,2'-bis(2-nitrophenyl)ethyl chloroformate

Downstream raw materials:

2-N-(2,2'-bis(2-nitrophenyl)ethyloxycarbonyl)-2'-deoxyguanosine

2'-Deoxyguanosine

5'-O-(4,4'-dimethoxytrityl)-2-N-(2,2'-bis(2-nitrophenyl)ethyloxycarbonyl)-2'-deoxyguanosine

2-N-bis(2,2'-bis(2-nitrophenyl)ethyloxycarbonyl)-2'-deoxyguanosine

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