N²-benzoyl-9-{5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-[(tert-butyl)dimethylsilyl]-β-D-ribofuranosyl}-9H-purin-2-amine

Base Information

• Chemical Name: N²-benzoyl-9-{5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-[(tert-butyl)dimethylsilyl]-β-D-ribofuranosyl}-9H-purin-2-amine
• CAS No.: 129944-20-3
• Molecular Formula: C₄₄H₄₉N₅O₇Si
• Molecular Weight: 787.988
• Mol file: 129944-20-3.mol

Synonyms:N²-benzoyl-9-{5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-[(tert-butyl)dimethylsilyl]-β-D-ribofuranosyl}-9H-purin-2-amine

Chemical Property of N²-benzoyl-9-{5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-[(tert-butyl)dimethylsilyl]-β-D-ribofuranosyl}-9H-purin-2-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N²-benzoyl-9-{5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-[(tert-butyl)dimethylsilyl]-β-D-ribofuranosyl}-9H-purin-2-amine

There total 12 articles about N²-benzoyl-9-{5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-[(tert-butyl)dimethylsilyl]-β-D-ribofuranosyl}-9H-purin-2-amine 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: 55.4%

N-benzoyl-9-[5'-O-(4,4'-dimethoxytriphenylmethyl)-β-D-ribofuranosyl]-9H-purin-2-amine (129944-19-0) + tert-butyldimethylsilyl chloride (18162-48-6) → N2-benzoyl-9-{5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-[(tert-butyl)dimethylsilyl]-β-D-ribofuranosyl}-9H-purin-2-amine (129944-20-3)

Guidance literature:

silver nitrate; In tetrahydrofuran; pyridine; for 14h;

DOI:10.1002/(SICI)1522-2675(19991215)82:12<2094::AID-HLCA2094>3.0.CO;2-H

Reference yield:

2?amino?9?(β?D?ribofuranosyl)purine (4546-54-7) → N2-benzoyl-9-{5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-[(tert-butyl)dimethylsilyl]-β-D-ribofuranosyl}-9H-purin-2-amine (129944-20-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) chlorotrimethylsilane, pyridine / 1) 15 min, 25 deg C, 2) 2 h

2: (dimethylamino)pyridine, triethylamine / pyridine / 12 h / 0 °C

3: 45 percent / imidazole / pyridine / 5 h / 0 °C

With pyridine; 1H-imidazole; dmap; chloro-trimethyl-silane; triethylamine; In pyridine;

DOI:10.1021/jo00308a003

Reference yield:

6-mercaptoguanosine (85-31-4) → N2-benzoyl-9-{5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-[(tert-butyl)dimethylsilyl]-β-D-ribofuranosyl}-9H-purin-2-amine (129944-20-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / Raney-Ni / H₂O / 2 h / Heating

2: 1) chlorotrimethylsilane, pyridine / 1) 15 min, 25 deg C, 2) 2 h

3: (dimethylamino)pyridine, triethylamine / pyridine / 12 h / 0 °C

4: 45 percent / imidazole / pyridine / 5 h / 0 °C

With pyridine; 1H-imidazole; dmap; chloro-trimethyl-silane; triethylamine; nickel; In pyridine; water;

DOI:10.1021/jo00308a003

upstream raw materials:

N-benzoyl-9-[5'-O-(4,4'-dimethoxytriphenylmethyl)-β-D-ribofuranosyl]-9H-purin-2-amine

tert-butyldimethylsilyl chloride

N²,O^2',O^3',O^5'-tetrabenzoylguanosine

4,4'-dimethoxytrityl chloride

Downstream raw materials:

N²-benzoyl-9-{5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-[(tert-butyl)dimethylsilyl]-β-D-ribofuranosyl}-9H-purin-2-amine 3'-(2-cyanoethyl N,N-diisopropylphosphoramidite)