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

Base Information

• Chemical Name: (5?'R)-N⁶-benzoyl-3?'-O-(tert-butyldimethylsilyl)-5?',8-cyclo-2?'-deoxyadenosine
• CAS No.: 222736-08-5
• Molecular Formula: C₂₃H₂₉N₅O₄Si
• Molecular Weight: 467.6

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

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

Chemical Property:

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

There total 2 articles about (5?'R)-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: 58.0%

C24H31N5O6SSi (222736-07-4) → (5?'R)-N6-benzoyl-3?'-O-(tert-butyldimethylsilyl)-5?',8-cyclo-2?'-deoxyadenosine (222736-08-5)

Guidance literature:

With 18-crown-6 ether; In dimethyl sulfoxide; N,N-dimethyl-formamide; at 20 ℃; for 9h;

DOI:10.1080/07328319908044708

Reference yield: 20.0%

(5?'S)-N6-benzoyl-3?'-O-(tert-butyldimethylsilyl)-5?',8-cyclo-2?'-deoxyadenosine (211919-88-9) → (5?'R)-N6-benzoyl-3?'-O-(tert-butyldimethylsilyl)-5?',8-cyclo-2?'-deoxyadenosine (222736-08-5)

Guidance literature:

DOI:10.1016/j.tetasy.2008.10.025

Reference yield:

(5?'R)-N6-benzoyl-3?'-O-(tert-butyldimethylsilyl)-5?',8-cyclo-2?'-deoxyadenosine (222736-08-5) → (5'R)-N6-benzoyl-5'-O-(4,4-dimethoxytrityl)-5',8-cyclo-2'-deoxyadenosine (222736-10-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.136 g / pyridine / 4 h / 80 °C

2: 63 mg / tetrabutylammonium fluoride / tetrahydrofuran / 4 h / 20 °C

With tetrabutyl ammonium fluoride; In tetrahydrofuran; pyridine;

DOI:10.1021/tx9802668

upstream raw materials:

C₂₄H₃₁N₅O₆SSi

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

Downstream raw materials:

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

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

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