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2',3'-O-Isopropylideneguanosine

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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
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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
pka
9?+-.0.20(Predicted)
color 
White to Off-White
InChI
InChI=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
InChIKey
XKPDAYWPKILAMO-IOSLPCCCSA-N
SMILES
OC[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 Reference
362-76-5(CAS DataBase Reference)
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Safety Information

Safety Statements 
24/25
WGK Germany 
3
HS Code 
29349990

MSDS

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2',3'-O-Isopropylideneguanosine Usage And Synthesis

Chemical Properties

White Crystalline Solid

Uses

A useful precursor for the preparation of nucleic acids.

Uses

2',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.

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