Guanosine, 2'-deoxy-5'-O-[(1,1-dimethylethyl)dimethylsilyl]-N-(2-methyl-1-oxopropyl) -

Base Information

• Chemical Name: Guanosine, 2'-deoxy-5'-O-[(1,1-dimethylethyl)dimethylsilyl]-N-(2-methyl-1-oxopropyl) -
• CAS No.: 85326-10-9
• Molecular Formula: C20H33N5O5Si
• Molecular Weight: 451.598

Synonyms:N2-Isobutyryl-5-O-tert-butyldimethylsilyl-2-deoxyguanosine;2'-?Deoxy-?5'-?O-?[(1,?1-?dimethylethyl)?dimethylsilyl]?-?N-?(2-?methyl-?1-?oxopropyl)?-guanosine;N2-isobutyryl-5'-O-tert-butyldimethylsilyl-2'-deoxyguanosine;N2-isobutyryl-5'-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine;N2-isobutyryl-5'-O-(tert-butyldimethylsilyl) -2'-deoxyguanosine;5'-O-tert-butyldimethylsilyl-N2-isobutyryl-2'-deoxy-3'-beta-guanosine;5'-O-(tert-butyldimethylsilyl)-2-N-isobutyryl-deoxyguanosine;N-{9-[(2R,4S,5R)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-4-hydroxy-tetrahydro-furan-2-yl]-6-oxo-6,9-dihydro-1H-purin-2-yl}-isobutyramide;5'-O-tert-butyldimethylsilyl-N2-isobutyryl-2'-deoxyguanosine;

Chemical Property of Guanosine, 2'-deoxy-5'-O-[(1,1-dimethylethyl)dimethylsilyl]-N-(2-methyl-1-oxopropyl) -

Chemical Property:

• PSA: 131.36000
• Density: 1.32±0.1 g/cm3(Predicted)
• LogP: 2.45730

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Isobutyryl-5'-O-tert-butyldimethylsilyl-2'-deoxyguanosine, 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: N-Isobutyryl-5'-O-tert-butyldimethylsilyl-2'-deoxyguanosine can be used to activate proteins, receptors, and ion channels. It has been shown to bind to the receptor site on the cell membrane, which may inhibit the binding of ligands and then initiate signal transduction. N2-Isobutyryl-5'-o-(tert-butyldimethylsilyl)-2'-deoxyguanosine has been shown to inhibit protein interactions, such as antibody binding and peptide binding. This ligand also inhibits the activity of ion channels in a dose-dependent manner.

Technology Process of Guanosine, 2'-deoxy-5'-O-[(1,1-dimethylethyl)dimethylsilyl]-N-(2-methyl-1-oxopropyl) -

There total 3 articles about Guanosine, 2'-deoxy-5'-O-[(1,1-dimethylethyl)dimethylsilyl]-N-(2-methyl-1-oxopropyl) - 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: 84.0%

N-isobutyryl-2'-deoxyguanosine (68892-42-2) + tert-butyldimethylsilyl chloride (18162-48-6) → N2-isobutyryl-5′-O-(tert-butyldimethylsilyl)-2′-deoxyguanosine (85326-10-9)

Guidance literature:

With pyridine; for 16h;

DOI:10.1021/jo8018889

Reference yield: 74.0%

1H-imidazole (288-32-4) + N-isobutyryl-2'-deoxyguanosine (68892-42-2) + tert-butyldimethylsilyl chloride (18162-48-6) → N2-isobutyryl-5′-O-(tert-butyldimethylsilyl)-2′-deoxyguanosine (85326-10-9)

Guidance literature:

With sodium chloride; In chloroform; N,N-dimethyl-formamide;

Reference yield:

C20H31N5O5Si → N2-isobutyryl-5'-O-tert-butyldimethylsilyl-2'-deoxyxyloguanosine (195375-51-0) + N2-isobutyryl-5′-O-(tert-butyldimethylsilyl)-2′-deoxyguanosine (85326-10-9)

Guidance literature:

With sodium tetrahydroborate; In dichloromethane; isopropyl alcohol; at -60 ℃; optical yield given as %de; diastereoselective reaction;

DOI:10.1016/j.bmc.2010.07.006

upstream raw materials:

N-isobutyryl-2'-deoxyguanosine

tert-butyldimethylsilyl chloride

1H-imidazole

Downstream raw materials:

N₂-isobutyryl-5'-O-(tert-butyldimethylsilyl)-3'-O-(4,4'-dimethoxytrityl)-2'-deoxyguanosine

3'-O-dimethoxytrityl-N²-isobutyryl-2'-deoxyguanosine

N²-isobutyryl-O⁶-diphenylcarbamoyl-3'-O-azidomethyl-2'-deoxyguanosine

N₂-isobutyryl-5'-O-dimethoxytrityl-2'-deoxy-3'-thio-guanosine-3'-S-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite

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