2'-Deoxy-2'-fluoroguanosine

2'-Deoxy-2'-fluoroguanosine Basic information
Product Name:2'-Deoxy-2'-fluoroguanosine
Synonyms:2'-deoxy-2'-fluoroguanosine;2'-FdG;2'-Fluoro -2'-deoxyguanosine;2'-F-2'-dG;Guanosine,2'-deoxy-2'-fluoro-;2-amino-9-[(2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one;2'-Deoxy-2'-fluoroguanosine USP/EP/BP;2'-F-G
CAS:78842-13-4
MF:C10H12FN5O4
MW:285.23
EINECS:1806241-263-5
Product Categories:Nucleosides
Mol File:78842-13-4.mol
2'-Deoxy-2'-fluoroguanosine Structure
2'-Deoxy-2'-fluoroguanosine Chemical Properties
Melting point 262-264 °C(Solv: water (7732-18-5))
density 2.17±0.1 g/cm3(Predicted)
storage temp. 2-8°C(protect from light)
solubility DMSO : 50 mg/mL (175.30 mM)
pka9?+-.0.20(Predicted)
form Powder
color White to Off-white
InChIInChI=1S/C10H12FN5O4/c11-4-6(18)3(1-17)20-9(4)16-2-13-5-7(16)14-10(12)15-8(5)19/h2-4,6,9,17-18H,1H2,(H3,12,14,15,19)/t3-,4-,6-,9-/m1/s1
InChIKeyUXUZARPLRQRNNX-DXTOWSMRSA-N
SMILESOC[C@H]1O[C@@H](N2C3=C(C(NC(=N3)N)=O)N=C2)[C@H](F)[C@@H]1O
Safety Information
HS Code 2934999090
MSDS Information
2'-Deoxy-2'-fluoroguanosine Usage And Synthesis
Uses2''-Deoxy-2''-fluoroguanosine, can be used as powerful tool for structural manipulation of G-quadruplexes. It is also a influenza viral polymerase inhibitor like Ribavirin (R414475), used as a antiviral drug against avian (H5N1) influenza virus.
SynthesisThe synthesis of 2'-deoxy-2'-fluoroguanosine was accomplished using tetraisopropyldisiloxanyl (TPDS) protected 9-beta-D-arabinofuranosylguanine as starting material, and conversion to the intermediate diisobutyryl-arabinofuranosylguanosine. Deprotection of the TPDS group, was followed by protection of the hydroxyl group with THP to give diisobutyryl di-THP protected arabinofuranosylguanine. Selective O-deacylation and triflation was followed by treatment of the crude product with fluoride, then deprotection of the THP groups.
2'-Deoxy-2'-fluoroguanosine Preparation Products And Raw materials
Raw materialsGuanosine, 2',3'-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]- (9CI)-->N2-Isobutyryl-2'-Fluoro-2'-deoxyguanosine
FDG Guanosine Floxuridine 2'-Deoxy-2'-fluoroguanosine Guanosine 5'-monophosphate disodium salt 5'-Guanylic acid Acyclovir

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