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

Base Information

Chemical Name:5'-aldehyde-2'-deoxy-6-N-benzoyl-3'-O-tertbutyldimethylsilyl adenosine
CAS No.:167700-45-0
Molecular Formula:C₂₃H₂₉N₅O₄Si
Molecular Weight:467.6
Hs Code.:

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

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

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

There total 4 articles about 5'-aldehyde-2'-deoxy-6-N-benzoyl-3'-O-tertbutyldimethylsilyl 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: 80.0%

: 51549-40-7
6-N-benzoyl-3'-O-(tert-butyldimethylsilyl)-2'-deoxyadenosine

: 167700-45-0
5'-aldehyde-2'-deoxy-6-N-benzoyl-3'-O-tertbutyldimethylsilyl adenosine

Guidance literature:: 6-N-benzoyl-3'-O-(tert-butyldimethylsilyl)-2'-deoxyadenosine; With dimethyl sulfoxide; dicyclohexyl-carbodiimide; at 20 ℃; for 1h;

With oxalic acid; In ethyl acetate; at 20 ℃; for 1h;
DOI:10.1002/ejoc.200500398

Reference yield:

: 146578-12-3
5’-O-(4,4’dimethoxytrityl)-N6-(benzoyl)-3’-O-tert-butyldimethylsilyldeoxyadenosine

: 167700-45-0
5'-aldehyde-2'-deoxy-6-N-benzoyl-3'-O-tertbutyldimethylsilyl adenosine

Guidance literature:: Multi-step reaction with 2 steps

1: 1.20 g / p-toluenesulfonic acid hydrate / CHCl₃; methanol / 0.5 h / 0 °C

2: 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; pyridine; trifluoroacetic acid / toluene; dimethylsulfoxide / 2 h / 20 °C

With pyridine; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In methanol; chloroform; dimethyl sulfoxide; toluene; 2: Moffatt oxidation;
DOI:10.1081/NCN-120037508

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 167700-45-0
5'-aldehyde-2'-deoxy-6-N-benzoyl-3'-O-tertbutyldimethylsilyl adenosine

Guidance literature:: Multi-step reaction with 3 steps

1: imidazole / dimethylformamide / 20 °C

2: 1.20 g / p-toluenesulfonic acid hydrate / CHCl₃; methanol / 0.5 h / 0 °C

3: 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; pyridine; trifluoroacetic acid / toluene; dimethylsulfoxide / 2 h / 20 °C

With pyridine; 1H-imidazole; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In methanol; chloroform; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; 3: Moffatt oxidation;
DOI:10.1081/NCN-120037508