N2-(2-METHYLPROPANOYL)-GUANOSINE

Base Information

• Chemical Name: N2-(2-METHYLPROPANOYL)-GUANOSINE
• CAS No.: 64350-24-9
• Molecular Formula: C14H19N5O6
• Molecular Weight: 353.335
• Hs Code.: 29389090
• Mol file: 64350-24-9.mol

Synonyms:N-Isobutyrylguanosine;

Chemical Property of N2-(2-METHYLPROPANOYL)-GUANOSINE

Chemical Property:

• Melting Point: 148 °C
• Refractive Index: 1.777
• PKA: 9.16±0.20(Predicted)
• PSA: 162.59000
• Density: 1.82 g/cm³
• LogP: -1.60140
• Storage Temp.: Store at 0°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

98%, ^*data from raw suppliers

N-Isobutyrylguanosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: N2-Isobutyrylguanosine is a synthetic nucleoside analog. N-Isobutyrylguanosine can be used in the syntehsis of 2'-O-(o-nitrobenzyl)-3'-thioguanosine phosphoramidite which is then used to form oligonucleotides, substrates for probing the mechanism of RNA catalysis.
• Uses: N-Isobutyrylguanosine is used in the syntehsis of 2''-O-(o-nitrobenzyl)-3''-thioguanosine phosphoramidite which is then used to form oligonucleotides, substrates for probing the mechanism of RNA catalysis.

Technology Process of N2-(2-METHYLPROPANOYL)-GUANOSINE

There total 19 articles about N2-(2-METHYLPROPANOYL)-GUANOSINE 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: 91.0%

N2-(2-methylpropanoyl)-2',3',5'-tris-O-(2-methylpropanoyl)guanosine (70337-80-3) → N2-isobutyryl-2'-deoxyguanosine (64350-24-9)

Guidance literature:

With sodium methylate; In 1,4-dioxane; methanol; for 0.25h; Ambient temperature;

Reference yield: 82.0%

isobutyryl chloride (79-30-1) + G (118-00-3) → N2-isobutyryl-2'-deoxyguanosine (64350-24-9)

Guidance literature:

G; With pyridine; chloro-trimethyl-silane; at 20 ℃; for 2h;

isobutyryl chloride; at 0 - 20 ℃;

DOI:10.1016/j.ejmech.2012.04.045

Reference yield: 79.0%

9-[β-D-ribofuranosyl]guanine + 2-Methylpropionic anhydride (97-72-3) → N2-isobutyryl-2'-deoxyguanosine (64350-24-9)

Guidance literature:

With pyridine; at 20 ℃; for 5h;

DOI:10.1016/j.bmc.2010.04.064

upstream raw materials:

N²-(2-methylpropanoyl)-2',3',5'-tris-O-(2-methylpropanoyl)guanosine

sodium methylate

2-Methylpropionic anhydride

G

Downstream raw materials:

Thiophosphoric acid O-((2R,3S,4R,5R)-3,4-dihydroxy-5-{2-[(Z)-isobutyrylimino]-6-oxo-1,2,3,6-tetrahydro-purin-9-yl}-tetrahydro-furan-2-ylmethyl) ester O',O''-bis-(4-nitro-phenyl) ester

N²-isobutyryl-2',3',5'-tri-O-benzoylguanosine

2',3'-dideoxyguanosine

2',3'-didehydro-2',3'-dideoxyguanosine

Refernces

• 1、 -. "Compositions and Methods for Reverse Automated Nucleic Acid Synthesis". Paragraph 0111. . Retrieved 2019/10/29.
• 2、 Orlov, Alexey A.,Drenichev, Mikhail S.,Oslovsky, Vladimir E.,Kurochkin, Nikolay N.,Solyev, Pavel N.,Kozlovskaya, Liubov I.,Palyulin, Vladimir A.,Karganova, Galina G.,Mikhailov, Sergey N.,Osolodkin, Dmitry I.. "New tools in nucleoside toolbox of tick-borne encephalitis virus reproduction inhibitors". supporting information. p. 1267 - 1273. Retrieved 2017/06/19.