N⁶-benzoyl-2',3'-bis-O-<(1,1-dimethylethyl)dimethylsilyl>adenosine

Base Information

• Chemical Name: N⁶-benzoyl-2',3'-bis-O-<(1,1-dimethylethyl)dimethylsilyl>adenosine
• CAS No.: 79974-68-8
• Molecular Formula: C₂₉H₄₅N₅O₅Si₂
• Molecular Weight: 599.878
• Mol file: 79974-68-8.mol

Synonyms:N⁶-benzoyl-2',3'-bis-O-<(1,1-dimethylethyl)dimethylsilyl>adenosine

Chemical Property of N⁶-benzoyl-2',3'-bis-O-<(1,1-dimethylethyl)dimethylsilyl>adenosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N⁶-benzoyl-2',3'-bis-O-<(1,1-dimethylethyl)dimethylsilyl>adenosine

There total 6 articles about N⁶-benzoyl-2',3'-bis-O-<(1,1-dimethylethyl)dimethylsilyl>adenosine 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: 99.0%

N-(9-((2R,3R,4R,5R)-3,4-bis((tert-butyldimethylsilyl)oxy)-5-(((tertbutyldimethylsilyl)oxy)methyl)tetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide (86529-09-1) → N6-benzoyl-2',3'-bis-O-<(1,1-dimethylethyl)dimethylsilyl>adenosine (79974-68-8)

Guidance literature:

With trichloroacetic acid; In tetrahydrofuran; at 0 ℃; for 3h;

DOI:10.1081/SCC-120021027

Reference yield: 91.0%

N6-Benzoyl-2',3'-O-bis(tert-butyldimethylsilyl)-5'-O-(4-methoxytrityl)adenosin (79974-67-7) → N6-benzoyl-2',3'-bis-O-<(1,1-dimethylethyl)dimethylsilyl>adenosine (79974-68-8)

Guidance literature:

With acetic acid; at 22 ℃; for 20h;

Reference yield:

N-benzoyladenosine (4546-55-8) → N6-benzoyl-2',3'-bis-O-<(1,1-dimethylethyl)dimethylsilyl>adenosine (79974-68-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / imidazole / pyridine; dimethylformamide / 6 h / 60 °C / 1.) 60 deg C, 6 h, 2.) 25 deg C, 12 h

2: 81 percent / zinc bromide / nitromethane / Ambient temperature

With 1H-imidazole; zinc dibromide; In pyridine; nitromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja00356a027

upstream raw materials:

N⁶-Benzoyl-2',3'-O-bis(tert-butyldimethylsilyl)-5'-O-(4-methoxytrityl)adenosin

N-(9-((2R,3R,4R,5R)-3,4-bis((tert-butyldimethylsilyl)oxy)-5-(((tertbutyldimethylsilyl)oxy)methyl)tetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide

N-benzoyladenosine

N⁶-Benzoyl-5'-O-(monomethoxytrityl)adenosine

Downstream raw materials:

N⁶-Benzoyl-2'-O-(tert-butyldimethylsilyl)-5'-O-(4-methoxytrityl)adenosyl-<3'-P-(2-chlorphenyl)>-5'>-N⁶-benzoyl-2',3'-bis-O-(tert-butyldimethylsilyl)adenosin

(PR)-N⁶-Benzoyl-2'-O-<(tert-butyl)dimethylsilyl>-5'-O-(monomethoxytrityl)-P-thioadenylyl-(3-P-(2-cyanoethyl)>->5')-N⁶-benzoyl-2',3'-bis-O-<(tert-butyl)dimethylsilyl>adenosine

(PS)-N⁶-Benzoyl-2'-O-<(tert-butyl)dimethylsilyl>-5'-O-(monomethoxytrityl)-P-thioadenylyl-(3-<(O^P-(2-cyanoethyl)>->5')-N⁶-benzoyl-2',3'-bis-O-<(tert-butyl)dimethylsilyl>adenosine

(PS)-N⁶-benzoyl-3'-O-<(tert-butyl)dimethylsilyl>-5'-O-(monomethoxytrityl)-P-thioadenylyl<2'-P-<2-(4-nitrophenyl)ethyl>>->5'>-N⁶-benzoyl-2',3'-bis-O-<(tert-butyl)dimethylsilyl>adenosine