(5?'S)-N⁶-benzoyl-3?'-O-(tert-butyldimethylsilyl)-5?',8-cyclo-2?'-deoxyadenosine

Base Information

• Chemical Name: (5?'S)-N⁶-benzoyl-3?'-O-(tert-butyldimethylsilyl)-5?',8-cyclo-2?'-deoxyadenosine
• CAS No.: 211919-88-9
• Molecular Formula: C₂₃H₂₉N₅O₄Si
• Molecular Weight: 467.6
• Mol file: 211919-88-9.mol

Synonyms:(5?'S)-N⁶-benzoyl-3?'-O-(tert-butyldimethylsilyl)-5?',8-cyclo-2?'-deoxyadenosine

Chemical Property of (5?'S)-N⁶-benzoyl-3?'-O-(tert-butyldimethylsilyl)-5?',8-cyclo-2?'-deoxyadenosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5?'S)-N⁶-benzoyl-3?'-O-(tert-butyldimethylsilyl)-5?',8-cyclo-2?'-deoxyadenosine

There total 11 articles about (5?'S)-N⁶-benzoyl-3?'-O-(tert-butyldimethylsilyl)-5?',8-cyclo-2?'-deoxyadenosine 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: 100.0%

(5'S,8R)-N-benzoyl-O3'-(tert-butyldimethylsilyl)-5',8-cyclo-7,8-dihydro-2'-deoxyadenosine (898253-81-1) → (5?'S)-N6-benzoyl-3?'-O-(tert-butyldimethylsilyl)-5?',8-cyclo-2?'-deoxyadenosine (211919-88-9)

Guidance literature:

With air; In chloroform;

DOI:10.1021/jo060197z

Reference yield: 90.0%

N6-benzoyl-3'-O-(tert-butyldimethylsilyl)-5',8-cyclo-5'-oxo-2'-deoxyadenosine (211919-87-8) → (5?'S)-N6-benzoyl-3?'-O-(tert-butyldimethylsilyl)-5?',8-cyclo-2?'-deoxyadenosine (211919-88-9)

Guidance literature:

With sodium tetrahydroborate; In methanol; for 1h; Ambient temperature;

DOI:10.1021/jo980083q

Reference yield: 56.0%

(5'S)-N5-benzoyl-3'-O-(tert-butyldimethylsilyl)-5'-O-[tris(trimethylsilyl)silyl]-5',8-cyclo-2'-deoxyadenosine (872131-62-9) → N5-benzoyl-3'-O-(tert-butyldimethylsilyl)-5',8-cyclo-2',5-dideoxyadenosine (211919-86-7) + (5?'S)-N6-benzoyl-3?'-O-(tert-butyldimethylsilyl)-5?',8-cyclo-2?'-deoxyadenosine (211919-88-9)

Guidance literature:

In methanol; dichloromethane; for 1.5h; Irradiation;

DOI:10.1002/ejoc.200500398

upstream raw materials:

N⁶-benzoyl-3'-O-(tert-butyldimethylsilyl)-5',8-cyclo-5'-oxo-2'-deoxyadenosine

(5'S)-N⁵-benzoyl-3'-O-(tert-butyldimethylsilyl)-5'-O-[tris(trimethylsilyl)silyl]-5',8-cyclo-2'-deoxyadenosine

(5'S,8R)-N-benzoyl-O₃'-(tert-butyldimethylsilyl)-5',8-cyclo-7,8-dihydro-2'-deoxyadenosine

5'-aldehyde-2'-deoxy-6-N-benzoyl-3'-O-tertbutyldimethylsilyl adenosine

Downstream raw materials:

C₂₄H₃₁N₅O₆SSi

(5?'R)-N⁶-benzoyl-3?'-O-(tert-butyldimethylsilyl)-5?',8-cyclo-2?'-deoxyadenosine

(5'R)-N₆-benzoyl-5'-O-(4,4-dimethoxytrityl)-5',8-cyclo-2'-deoxyadenosine

(5'R)-N₆-benzoyl-3'-O-(tert-butyldimethylsilyl)-5'-O-(4,4-dimethoxytrityl)-5',8-cyclo-2'-deoxyadenosine