2',3'-O-Isopropylideneguanosine

2',3'-O-Isopropylideneguanosine Basic information
Product Name:2',3'-O-Isopropylideneguanosine
Synonyms:2',3'-ISOPROPYLIDENE-GUANOSINE;2',3'-O-Isopropylideneguano;-O-Isopropylideneguanosine;2',3'-O-ISOPROPYLIDENE-GUANOSINE;9-(2,3-O-Isopropylidene-beta-D-ribofuranosyl)guanine;2',3'-O-Isopropylidene-D-guanosine;9-[(3aR,4R,6R,6aR)-2,2-dimethyl-4-methylol-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]-2-amino-3H-purin-6-one;9-[(3aR,4R,6R,6aR)-4-(hydroxymethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]-2-amino-3H-purin-6-one
CAS:362-76-5
MF:C13H17N5O5
MW:323.3
EINECS:206-651-9
Product Categories:Biochemistry;Nucleosides and their analogs;Nucleosides, Nucleotides & Related Reagents;Bases & Related Reagents;Nucleotides;Biochemicals and Reagents;Nucleoside Analogs;Nucleosides, Nucleotides, Oligonucleotides
Mol File:362-76-5.mol
2',3'-O-Isopropylideneguanosine Structure
2',3'-O-Isopropylideneguanosine Chemical Properties
Melting point 296 °C
density 1.93±0.1 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility DMSO, 15% Ammonium Hydroxide, Hot 50% aq. Ethanol, Methanol, Warm Water
form Solid
pka9?+-.0.20(Predicted)
color White to Off-White
InChIInChI=1S/C13H17N5O5/c1-13(2)22-7-5(3-19)21-11(8(7)23-13)18-4-15-6-9(18)16-12(14)17-10(6)20/h4-5,7-8,11,19H,3H2,1-2H3,(H3,14,16,17,20)/t5-,7-,8-,11-/m1/s1
InChIKeyXKPDAYWPKILAMO-IOSLPCCCSA-N
SMILESOC[C@H]1O[C@@H](N2C3=C(C(NC(=N3)N)=O)N=C2)[C@@H]2OC(O[C@H]12)(C)C
CAS DataBase Reference362-76-5(CAS DataBase Reference)
Safety Information
Safety Statements 24/25
WGK Germany 3
HS Code 29349990
MSDS Information
ProviderLanguage
SigmaAldrich English
2',3'-O-Isopropylideneguanosine Usage And Synthesis
Chemical PropertiesWhite Crystalline Solid
UsesA useful precursor for the preparation of nucleic acids.
Uses2',3'-O-Isopropylideneguanosine is a useful precursor for the preparation of nucleic acids
Synthesis Add 10 mL of anhydrous pyridine to 2 g (7.45 mmol) of solid 2',3'-O-Isopropylideneguanosine to form a white suspension.
1 Remove the pyridine under reduced pressure to remove any trapped water;
2 Repeat the previous step;
3 Add 5 mL of acetone to the residue and stir for 30 minutes;
4 Add 50 mL of ether to the mixture and stir for 1 hour;
5 Filter the resulting precipitate and wash it with ether;
6 Dry the product in a vacuum desiccator over P2O5.
2',3'-O-Isopropylideneguanosine Preparation Products And Raw materials
Raw materialsAcetone-->2,2-Dimethoxypropane-->Guanosine
N,5'-O-Diacetyl-2',3'-O-isopropylideneguanosine 2',3'-O-Isopropylideneinosine 1,3-Dioxolane-4-methanol 2'-O-Methylguanosine (2,2-DIMETHYL-[1,3]-DIOXOLAN-4-YL)-METHYLAMINE [(4S)-2,2-Dimethyl-1,3-dioxolan-4-yl]methanamine 2'-(O-METHYL)-INOSINE ISOPROPYLMAGNESIUM CHLORIDE (R)-(-)-2,2-Dimethyl-1,3-dioxolane-4-methanol Guanosine 5'-monophosphate disodium salt 5'-Guanylic acid Acyclovir 2',3'-O-Isopropylideneguanosine 1,3,6-TRIOXACYCLOOCTANE

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