N⁶-5'-O-(tert-butyldimethylsilyl)-2',3'-bis-O-<(methylthio)thiocarbonyl>adenosine

Base Information

• Chemical Name: N⁶-5'-O-(tert-butyldimethylsilyl)-2',3'-bis-O-<(methylthio)thiocarbonyl>adenosine
• CAS No.: 142068-13-1
• Molecular Formula: C₂₇H₃₅N₅O₅S₄Si
• Molecular Weight: 665.955

Synonyms:N⁶-5'-O-(tert-butyldimethylsilyl)-2',3'-bis-O-<(methylthio)thiocarbonyl>adenosine

Chemical Property of N⁶-5'-O-(tert-butyldimethylsilyl)-2',3'-bis-O-<(methylthio)thiocarbonyl>adenosine

Chemical Property:

Purity/Quality:

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Technology Process of N⁶-5'-O-(tert-butyldimethylsilyl)-2',3'-bis-O-<(methylthio)thiocarbonyl>adenosine

There total 2 articles about N⁶-5'-O-(tert-butyldimethylsilyl)-2',3'-bis-O-<(methylthio)thiocarbonyl>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:

N6-benzoyl-5'-O-(tert-butyldimethylsilyl)adenosine (69504-16-1) → N6-5'-O-(tert-butyldimethylsilyl)-2',3'-bis-O-<(methylthio)thiocarbonyl>adenosine (142068-13-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH, imidazole / 1.) THF, 45 min, 2.) THF, 30 min

2: tetrahydrofuran / 0.5 h

With 1H-imidazole; sodium hydride; In tetrahydrofuran;

DOI:10.1021/jm00093a003

Reference yield:

Dithiocarbonic acid O-[(2R,3R,4R,5R)-5-(6-benzoylamino-purin-9-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-dithiocarboxyoxy-tetrahydro-furan-3-yl] ester + methyl iodide (74-88-4) → N6-5'-O-(tert-butyldimethylsilyl)-2',3'-bis-O-<(methylthio)thiocarbonyl>adenosine (142068-13-1)

Guidance literature:

In tetrahydrofuran; for 0.5h; Yield given;

DOI:10.1021/jm00093a003

Reference yield: 91.0%

N6-5'-O-(tert-butyldimethylsilyl)-2',3'-bis-O-<(methylthio)thiocarbonyl>adenosine (142068-13-1) → N6-benzoyl-5'-O-(tert-butyldimethylsilyl)-2',3'-didehydro-2',3'-dideoxyadenosine (142068-14-2)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 1h; Heating;

DOI:10.1021/jm00093a003

upstream raw materials:

methyl iodide

N⁶-benzoyl-5'-O-(tert-butyldimethylsilyl)adenosine

Downstream raw materials:

N⁶-benzoyl-5'-O-(tert-butyldimethylsilyl)-2',3'-didehydro-2',3'-dideoxyadenosine

N⁶-benzoyl-2',3'-didehydro-2',3'-dideoxyadenosine

N⁶-benzoyl-2',3'-didehydro-2',3'-dideoxyadenosine 5'-dimethyl phosphate

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