8-bromo-N₅-benzoyl-O₃',O₅'-bis(tert-butyldimethylsilyl)-2'-deoxyadenosine

Base Information

• Chemical Name: 8-bromo-N₅-benzoyl-O₃',O₅'-bis(tert-butyldimethylsilyl)-2'-deoxyadenosine
• CAS No.: 898253-79-7
• Molecular Formula: C₂₉H₄₄BrN₅O₄Si₂
• Molecular Weight: 662.774

Synonyms:8-bromo-N₅-benzoyl-O₃',O₅'-bis(tert-butyldimethylsilyl)-2'-deoxyadenosine

Chemical Property of 8-bromo-N₅-benzoyl-O₃',O₅'-bis(tert-butyldimethylsilyl)-2'-deoxyadenosine

Chemical Property:

Purity/Quality:

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Technology Process of 8-bromo-N₅-benzoyl-O₃',O₅'-bis(tert-butyldimethylsilyl)-2'-deoxyadenosine

There total 3 articles about 8-bromo-N₅-benzoyl-O₃',O₅'-bis(tert-butyldimethylsilyl)-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: 60.0%

benzoyl chloride (98-88-4) + 8-bromo-3′,5′-O-bis(tert-butyldimethylsilyl)-2′-deoxyadenosine (211676-15-2) → 8-bromo-N5-benzoyl-O3',O5'-bis(tert-butyldimethylsilyl)-2'-deoxyadenosine (898253-79-7)

Guidance literature:

With pyridine; at 20 ℃;

DOI:10.1021/jo060197z

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 8-bromo-N5-benzoyl-O3',O5'-bis(tert-butyldimethylsilyl)-2'-deoxyadenosine (898253-79-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / imidazole; (dimethylamino)pyridine / dimethylformamide / 3 h / 20 °C

2: 60 percent / pyridine / 20 °C

With pyridine; 1H-imidazole; dmap; In N,N-dimethyl-formamide;

DOI:10.1021/jo060197z

Reference yield:

8-bromo-2'-deoxyadenosine (14985-44-5,90968-89-1) → 8-bromo-N5-benzoyl-O3',O5'-bis(tert-butyldimethylsilyl)-2'-deoxyadenosine (898253-79-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / imidazole; (dimethylamino)pyridine / dimethylformamide / 3 h / 20 °C

2: 60 percent / pyridine / 20 °C

With pyridine; 1H-imidazole; dmap; In N,N-dimethyl-formamide;

DOI:10.1021/jo060197z

upstream raw materials:

benzoyl chloride

8-bromo-3′,5′-O-bis(tert-butyldimethylsilyl)-2′-deoxyadenosine

tert-butyldimethylsilyl chloride

8-bromo-2'-deoxyadenosine

Downstream raw materials:

N⁶-benzoyl-O^3'_,O5'-bis-(tert-butyl-dimethyl-silanyl)-2'-deoxy-adenosine

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