N₆-[1-(4-iodophenyl)ethyl]-3',5'-bis-O-tert-butyldimethylsilyl-2'-deoxyadenosine

Base Information

• Chemical Name: N₆-[1-(4-iodophenyl)ethyl]-3',5'-bis-O-tert-butyldimethylsilyl-2'-deoxyadenosine
• CAS No.: 1030006-35-9
• Molecular Formula: C₃₀H₄₈IN₅O₃Si₂
• Molecular Weight: 709.818

Synonyms:N₆-[1-(4-iodophenyl)ethyl]-3',5'-bis-O-tert-butyldimethylsilyl-2'-deoxyadenosine

Chemical Property of N₆-[1-(4-iodophenyl)ethyl]-3',5'-bis-O-tert-butyldimethylsilyl-2'-deoxyadenosine

Chemical Property:

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Technology Process of N₆-[1-(4-iodophenyl)ethyl]-3',5'-bis-O-tert-butyldimethylsilyl-2'-deoxyadenosine

There total 4 articles about N₆-[1-(4-iodophenyl)ethyl]-3',5'-bis-O-tert-butyldimethylsilyl-2'-deoxyadenosine 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: 88.0%

O6-(2-mesitylenesulfonyl)-3',5'-bis-O-tert-butyldimethylsilyl-2'-deoxyinosine (1030006-32-6) + 1-(4-iodophenyl)ethan-1-amine (90086-41-2) → N6-[1-(4-iodophenyl)ethyl]-3',5'-bis-O-tert-butyldimethylsilyl-2'-deoxyadenosine (1030006-35-9)

Guidance literature:

In 1,4-dioxane; at 50 ℃; for 18h; Molecular sieve; Inert atmosphere;

Reference yield:

3′,5′-bis-O-(tert-butyldimethylsilyl)-2′-deoxyinosine (106568-83-6) → N6-[1-(4-iodophenyl)ethyl]-3',5'-bis-O-tert-butyldimethylsilyl-2'-deoxyadenosine (1030006-35-9)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap; triethylamine / dichloromethane / 1.5 h / 20 °C

2: 1,4-dioxane / 18 h / 50 °C / Molecular sieve; Inert atmosphere

With dmap; triethylamine; In 1,4-dioxane; dichloromethane;

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → N6-[1-(4-iodophenyl)ethyl]-3',5'-bis-O-tert-butyldimethylsilyl-2'-deoxyadenosine (1030006-35-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 12 h / 0 - 20 °C / Inert atmosphere

2: dmap; triethylamine / dichloromethane / 1.5 h / 20 °C

3: 1,4-dioxane / 18 h / 50 °C / Molecular sieve; Inert atmosphere

With 1H-imidazole; dmap; triethylamine; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

tert-butyldimethylsilyl chloride

2-deoxyinosine

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

O₆-(2-mesitylenesulfonyl)-3',5'-bis-O-tert-butyldimethylsilyl-2'-deoxyinosine

Downstream raw materials:

N₆-[1-(4-iodophenyl)ethyl]-2'-deoxyadenosine

N₆-{1-[4-(3-trifluoroacetamido-1-propynyl)phenyl]ethyl}-2'-deoxyadenosine

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