N6-benzoyl-2'-O-(tert-butyldiMethylsilyl)adenosine

Base Information

• Chemical Name: N6-benzoyl-2'-O-(tert-butyldiMethylsilyl)adenosine
• CAS No.: 69504-07-0
• Molecular Formula: C23H31N5O5Si
• Molecular Weight: 485.615
• Mol file: 69504-07-0.mol

Synonyms:2'-TBDMS-Bz-rA;N(4)-benzoyl-2'-O-tert-butyldimethylsilyladenine;

Chemical Property of N6-benzoyl-2'-O-(tert-butyldiMethylsilyl)adenosine

Chemical Property:

• PKA: 7.87±0.43(Predicted)
• PSA: 131.62000
• Density: 1.33±0.1 g/cm3(Predicted)
• LogP: 2.79260

Purity/Quality:

97% ^*data from raw suppliers

2'-TBDMS-Bz-rA 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N6-benzoyl-2'-O-(tert-butyldiMethylsilyl)adenosine

There total 9 articles about N6-benzoyl-2'-O-(tert-butyldiMethylsilyl)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: 98.0%

N6-benzoyl-2',5'-bis-O-(tert-butyldimethylsilyl)adenosine (81691-32-9) → N6-benzoyl-2'-O-(tert-butyldimethylsilyl)adenosine (69504-07-0)

Guidance literature:

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

DOI:10.1081/SCC-120021027

Reference yield:

3’,5’-O-bis(t-butylsilyl)-2’-O-(t-butyldimethylsilyl)-N6-benzoyladenosine (401812-98-4) → N6-benzoyl-2'-O-(tert-butyldimethylsilyl)adenosine (69504-07-0)

Guidance literature:

With pyridine hydrogenfluoride; In pyridine; dichloromethane; at 0 ℃; for 2h;

DOI:10.1016/S0040-4039(02)00181-8

Reference yield:

3',5'-O-(Di-tert-butylsilanediyl)adenosine (97219-09-5) → N6-benzoyl-2'-O-(tert-butyldimethylsilyl)adenosine (69504-07-0)

Guidance literature:

Multi-step reaction with 3 steps

1: imidazole / dimethylformamide / 60 °C

2: 77 percent / pyridine

3: HF; pyridine / CH₂Cl₂ / 0 °C

With pyridine; 1H-imidazole; hydrogen fluoride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1081/NCN-120022724

upstream raw materials:

N⁶-benzoyl-2',5'-bis-O-(tert-butyldimethylsilyl)adenosine

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

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

3’,5’-O-bis(t-butylsilyl)-2’-O-(t-butyldimethylsilyl)-N6-benzoyladenosine

Downstream raw materials:

C₆₄H₇₅ClN₇O₁₄PSi₂

C₇₂H₈₀ClN₁₀O₁₃PSi₂

C₆₉H₈₂ClN₁₀O₁₄PSi₂

C₇₁H₈₀ClN₈O₁₄PSi₂