N²-i-butyryl-O⁶-(4-cyanophenyl)ethyl-8-bromo-3',5'-bis-(tert-butyldimethylsilyl)-2'-deoxyguanosine

Base Information

• Chemical Name: N²-i-butyryl-O⁶-(4-cyanophenyl)ethyl-8-bromo-3',5'-bis-(tert-butyldimethylsilyl)-2'-deoxyguanosine
• CAS No.: 444594-33-6
• Molecular Formula: C₃₅H₅₃BrN₆O₅Si₂
• Molecular Weight: 773.918

Synonyms:N²-i-butyryl-O⁶-(4-cyanophenyl)ethyl-8-bromo-3',5'-bis-(tert-butyldimethylsilyl)-2'-deoxyguanosine

Chemical Property of N²-i-butyryl-O⁶-(4-cyanophenyl)ethyl-8-bromo-3',5'-bis-(tert-butyldimethylsilyl)-2'-deoxyguanosine

Chemical Property:

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Technology Process of N²-i-butyryl-O⁶-(4-cyanophenyl)ethyl-8-bromo-3',5'-bis-(tert-butyldimethylsilyl)-2'-deoxyguanosine

There total 5 articles about N²-i-butyryl-O⁶-(4-cyanophenyl)ethyl-8-bromo-3',5'-bis-(tert-butyldimethylsilyl)-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: 89.0%

isobutyryl chloride (79-30-1) + 4-(2-{2-amino-8-bromo-9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-9H-purin-6-yloxy}-ethyl)-benzonitrile → N2-i-butyryl-O6-(4-cyanophenyl)ethyl-8-bromo-3',5'-bis-(tert-butyldimethylsilyl)-2'-deoxyguanosine (444594-33-6)

Guidance literature:

With pyridine; at 20 ℃; for 1h;

DOI:10.1055/s-2002-25354

Reference yield:

4-(2-hydroxyethyl)benzonitrile (69395-13-7) → N2-i-butyryl-O6-(4-cyanophenyl)ethyl-8-bromo-3',5'-bis-(tert-butyldimethylsilyl)-2'-deoxyguanosine (444594-33-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / PPh₃; DIAD / dioxane / 1 h / 20 °C

2: 89 percent / pyridine / 1 h / 20 °C

With pyridine; di-isopropyl azodicarboxylate; triphenylphosphine; In 1,4-dioxane;

DOI:10.1055/s-2002-25354

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → N2-i-butyryl-O6-(4-cyanophenyl)ethyl-8-bromo-3',5'-bis-(tert-butyldimethylsilyl)-2'-deoxyguanosine (444594-33-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / imidazole; pyridine / 1 h / 20 °C

2: 75 percent / PPh₃; DIAD / dioxane / 1 h / 20 °C

3: 89 percent / pyridine / 1 h / 20 °C

With pyridine; 1H-imidazole; di-isopropyl azodicarboxylate; triphenylphosphine; In 1,4-dioxane;

DOI:10.1055/s-2002-25354

upstream raw materials:

isobutyryl chloride

4-(2-hydroxyethyl)benzonitrile

tert-butyldimethylsilyl chloride

8-bromo-2'-deoxyguanosine

Downstream raw materials:

N-{9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-6-[2-(4-cyano-phenyl)-ethoxy]-8-p-tolylamino-9H-purin-2-yl}-isobutyramide

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