N²,O⁶-di(tert-butyl)(isobutyl)silyl-5'-(4,4'-dimethoxytrityl)-2'-deoxyguanosine 3'-O-methyl-N,N-diisopropylphosphoramidite

Base Information

• Chemical Name: N²,O⁶-di(tert-butyl)(isobutyl)silyl-5'-(4,4'-dimethoxytrityl)-2'-deoxyguanosine 3'-O-methyl-N,N-diisopropylphosphoramidite
• CAS No.: 1430099-65-2
• Molecular Formula: C₆₂H₉₉N₆O₇PSi₂
• Molecular Weight: 1127.65

Synonyms:N²,O⁶-di(tert-butyl)(isobutyl)silyl-5'-(4,4'-dimethoxytrityl)-2'-deoxyguanosine 3'-O-methyl-N,N-diisopropylphosphoramidite

Chemical Property of N²,O⁶-di(tert-butyl)(isobutyl)silyl-5'-(4,4'-dimethoxytrityl)-2'-deoxyguanosine 3'-O-methyl-N,N-diisopropylphosphoramidite

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N²,O⁶-di(tert-butyl)(isobutyl)silyl-5'-(4,4'-dimethoxytrityl)-2'-deoxyguanosine 3'-O-methyl-N,N-diisopropylphosphoramidite

There total 4 articles about N²,O⁶-di(tert-butyl)(isobutyl)silyl-5'-(4,4'-dimethoxytrityl)-2'-deoxyguanosine 3'-O-methyl-N,N-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: 89.0%

N2,O6-di(tert-butyl)(isobutyl)silyl-5'-(4,4'-dimethoxytrityl)-2'-deoxyguanosine (1430099-62-9) + bis(N,N-diisopropylamino)methoxyphosphine (92611-10-4) → N2,O6-di(tert-butyl)(isobutyl)silyl-5'-(4,4'-dimethoxytrityl)-2'-deoxyguanosine 3'-O-methyl-N,N-diisopropylphosphoramidite (1430099-65-2)

Guidance literature:

With 1H-tetrazole; In dichloromethane; acetonitrile; at 20 ℃; Inert atmosphere;

DOI:10.1021/ja400898s

Reference yield:

di-tert-butylisobutylsilyl trifluoromethanesulfonate (1314639-86-5) → N2,O6-di(tert-butyl)(isobutyl)silyl-5'-(4,4'-dimethoxytrityl)-2'-deoxyguanosine 3'-O-methyl-N,N-diisopropylphosphoramidite (1430099-65-2)

Guidance literature:

Multi-step reaction with 4 steps

1: dmap; triethylamine / 1,4-dioxane / 72 h / 60 °C / Inert atmosphere

2: ammonia; methanol

3: N-ethyl-N,N-diisopropylamine; pyridine / 20 °C

4: 1H-tetrazole / dichloromethane; acetonitrile / 20 °C / Inert atmosphere

With pyridine; 1H-tetrazole; methanol; dmap; ammonia; triethylamine; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; dichloromethane; acetonitrile;

DOI:10.1021/ja400898s

Reference yield:

3',5'-di-O-acetyl-2'-deoxyguanosine (69992-10-5) → N2,O6-di(tert-butyl)(isobutyl)silyl-5'-(4,4'-dimethoxytrityl)-2'-deoxyguanosine 3'-O-methyl-N,N-diisopropylphosphoramidite (1430099-65-2)

Guidance literature:

Multi-step reaction with 4 steps

1: dmap; triethylamine / 1,4-dioxane / 72 h / 60 °C / Inert atmosphere

2: ammonia; methanol

3: N-ethyl-N,N-diisopropylamine; pyridine / 20 °C

4: 1H-tetrazole / dichloromethane; acetonitrile / 20 °C / Inert atmosphere

With pyridine; 1H-tetrazole; methanol; dmap; ammonia; triethylamine; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; dichloromethane; acetonitrile;

DOI:10.1021/ja400898s

upstream raw materials:

di-tert-butylisobutylsilyl trifluoromethanesulfonate

N²,O⁶-di(tert-butyl)(isobutyl)silyl-5'-(4,4'-dimethoxytrityl)-2'-deoxyguanosine

bis(N,N-diisopropylamino)methoxyphosphine

3',5'-di-O-acetyl-2'-deoxyguanosine

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