2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-N²-isobutyrylguanosine 3'-[2-(4-nitrophenyl)ethyl diisopropylphosphoramidite]

Base Information

• Chemical Name: 2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-N²-isobutyrylguanosine 3'-[2-(4-nitrophenyl)ethyl diisopropylphosphoramidite]
• CAS No.: 136340-78-8
• Molecular Formula: C₄₉H₅₈N₇O₁₀P
• Molecular Weight: 936.014

Synonyms:2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-N²-isobutyrylguanosine 3'-[2-(4-nitrophenyl)ethyl diisopropylphosphoramidite]

Chemical Property of 2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-N²-isobutyrylguanosine 3'-[2-(4-nitrophenyl)ethyl diisopropylphosphoramidite]

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Technology Process of 2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-N²-isobutyrylguanosine 3'-[2-(4-nitrophenyl)ethyl diisopropylphosphoramidite]

There total 4 articles about 2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-N²-isobutyrylguanosine 3'-[2-(4-nitrophenyl)ethyl diisopropylphosphoramidite] 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: 91.0%

5'-O-dimethoxytrityl-N-isobutyryldeoxyguanosine (68892-41-1) + bis(N,N-diisopropylamino)-2-(4-nitrophenyl)ethoxyphosphane (108787-34-4) → 2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-N2-isobutyrylguanosine 3'-[2-(4-nitrophenyl)ethyl diisopropylphosphoramidite] (136340-78-8)

Guidance literature:

With 1H-tetrazole; In 1,4-dioxane; acetonitrile; at 20 ℃; for 1h;

Reference yield: 85.0%

5'-O-dimethoxytrityl-N-isobutyryldeoxyguanosine (68892-41-1) + 2-(4-nitrophenyl)ethyl diisopropylphosphoramidochloridite (153120-90-2) → 2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-N2-isobutyrylguanosine 3'-[2-(4-nitrophenyl)ethyl diisopropylphosphoramidite] (136340-78-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1002/(SICI)1522-2675(19991215)82:12<2172::AID-HLCA2172>3.0.CO;2-R

Reference yield:

2-(4-nitrophenyl)ethanol (100-27-6) → 2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-N2-isobutyrylguanosine 3'-[2-(4-nitrophenyl)ethyl diisopropylphosphoramidite] (136340-78-8)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / diethyl ether / 1 h / 20 °C

2: 91 percent / 1H-tetrazole / acetonitrile; dioxane / 1 h / 20 °C

With 1H-tetrazole; triethylamine; In 1,4-dioxane; diethyl ether; acetonitrile;

upstream raw materials:

5'-O-dimethoxytrityl-N-isobutyryldeoxyguanosine

bis(N,N-diisopropylamino)-2-(4-nitrophenyl)ethoxyphosphane

2-(4-nitrophenyl)ethyl diisopropylphosphoramidochloridite

2-(4-nitrophenyl)ethanol

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