O⁶-((2,4,6-Triisopropylphenyl)sulfonyl)-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyinosine

Base Information

• Chemical Name: O⁶-((2,4,6-Triisopropylphenyl)sulfonyl)-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyinosine
• CAS No.: 149035-74-5
• Molecular Formula: C₃₇H₆₂N₄O₆SSi₂
• Molecular Weight: 747.159

Synonyms:O⁶-((2,4,6-Triisopropylphenyl)sulfonyl)-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyinosine

Chemical Property of O⁶-((2,4,6-Triisopropylphenyl)sulfonyl)-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyinosine

Chemical Property:

Purity/Quality:

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Technology Process of O⁶-((2,4,6-Triisopropylphenyl)sulfonyl)-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyinosine

There total 6 articles about O⁶-((2,4,6-Triisopropylphenyl)sulfonyl)-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyinosine 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: 45.0%

3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyinosine + 2,4,6-triisopropylphenylsulfonyl chloride (6553-96-4) → O6-((2,4,6-Triisopropylphenyl)sulfonyl)-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyinosine (149035-74-5) + 3'-5'-O-di(tert-butyldimethylsilyl)-1-N-(2,4,6-triisopropylbenzenesulfonyl)-2'-deoxyinosine

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/ol200141v

Reference yield: 42.0%

2,4,6-triisopropylphenylsulfonyl chloride (6553-96-4) + 3′,5′-bis-O-(tert-butyldimethylsilyl)-2′-deoxyinosine (106568-83-6) → O6-((2,4,6-Triisopropylphenyl)sulfonyl)-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyinosine (149035-74-5) + 3'-5'-O-di(tert-butyldimethylsilyl)-1-N-(2,4,6-triisopropylbenzenesulfonyl)-2'-deoxyinosine

Guidance literature:

With dmap; triethylamine; In dichloromethane; for 0.583333h; Ambient temperature;

DOI:10.1021/jo00124a027

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → O6-((2,4,6-Triisopropylphenyl)sulfonyl)-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyinosine (149035-74-5) + 3'-5'-O-di(tert-butyldimethylsilyl)-1-N-(2,4,6-triisopropylbenzenesulfonyl)-2'-deoxyinosine

Guidance literature:

Multi-step reaction with 2 steps

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

2: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ol200141v

upstream raw materials:

2,4,6-triisopropylphenylsulfonyl chloride

3′,5′-bis-O-(tert-butyldimethylsilyl)-2′-deoxyinosine

2-deoxyinosine

2'-deoxy-D-adenosine

Downstream raw materials:

5'-O-(4,4'-dimethoxytrityl)-2-N-(1-(3-nitrodibenzofuran-2-yl))ethyl-2'-deoxyadenosine

3'-O-(2-cyanoethoxy-N,N-diisopropylamin)phosphine-5'-O-(4,4'-dimethoxytrityl)-2-N-(1-(3-nitrodibenzofuran-2-yl))ethyl-2'-deoxyadenosine

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