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78842-13-4

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Basic Information
CAS No.: 78842-13-4
Name: 2'-Deoxy-2'-fluoroguanosine
Article Data: 28
Molecular Structure:
Molecular Structure of 78842-13-4 (2'-Deoxy-2'-fluoroguanosine)
Formula: C10H12 F N5 O4
Molecular Weight: 285.235
Synonyms: 2'-Deoxy-2'-fluoroguanosine;9-(2-Deoxy-2-fluoro-b-D-ribofuranosyl)guanine
EINECS: 1806241-263-5
Density: 2.17±0.1 g/cm3(Predicted)
Melting Point: 262-264 °C(Solv: water (7732-18-5))
PSA: 140.27000
LogP: -1.36710
Related products
Synthetic route
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2,6-diamino-9-(2-deoxy-2-fluoro-β-D-ribofuranosyl)-9H-purine

78842-13-4

2'-deoxy-2'-fluoroguanosine

Conditions
ConditionsYield
In water for 20h; Ambient temperature; adenosine deaminase;83%
With ADase Substitution;
80681-25-0

2’-fluoro-N2-isobutyryl-2’-deoxyguanosine

78842-13-4

2'-deoxy-2'-fluoroguanosine

Conditions
ConditionsYield
With ammonia at 20℃; for 16h;80%
With ammonium hydroxide at 55℃; for 24h; Yield given;

N2-isobutyryl-3',5'-di-O-tetrahydrofuranyl-2'-fluoro-2'-deoxyguanosine

A

80980-30-9

2'-chloro-2'-deoxyguanosine

B

78842-13-4

2'-deoxy-2'-fluoroguanosine

Conditions
ConditionsYield
With ammonium hydroxide In pyridine at 50℃; for 3h;A n/a
B 44%

C24H20FN5O6

78842-13-4

2'-deoxy-2'-fluoroguanosine

Conditions
ConditionsYield
With ammonia In methanol at 0℃; for 24h;13%
78842-12-3

N2-isobutyryl-3'-O,5'-O-bis(tetrahydrofuranyl)-2'-deoxy-2'-fluoroguanosine

78842-13-4

2'-deoxy-2'-fluoroguanosine

Conditions
ConditionsYield
With ammonium hydroxide; acetic acid 1.) pyridine, 50 deg C, 3 h; 2.) H2O, 30 deg C, 2 h; Yield given. Multistep reaction;
149623-91-6

1-O-acetyl-3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-D-ribofuranoside

trimethylsilylated N2-palmitoylguanine

A

78842-13-4

2'-deoxy-2'-fluoroguanosine

B

2'-deoxy-2'-fluoroguanosine

C

7-(2-deoxy-2-fluoro-β-D-ribofuranosyl)guanine

Conditions
ConditionsYield
Multistep reaction;
...Expand
10212-20-1

2'-deoxy-2'-fluorocytidine

78842-13-4

2'-deoxy-2'-fluoroguanosine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: E. coli BMT-4D/1A
2: ADase
View Scheme
1904-98-9

2,6-diaminopurine

78842-13-4

2'-deoxy-2'-fluoroguanosine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: E. coli BMT-4D/1A
2: ADase
View Scheme
Multi-step reaction with 2 steps
1: E. coli BMT-4D/1A
2: ADase
View Scheme
56287-17-3, 69123-94-0, 784-71-4

2'-deoxy-2'-fluorouridine

78842-13-4

2'-deoxy-2'-fluoroguanosine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: E. coli BMT-4D/1A
2: ADase
View Scheme
38819-10-2

9-β-D-arabinofuranosylguanine

78842-13-4

2'-deoxy-2'-fluoroguanosine

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 1.) TMSCl, pyridine, 3.) NH4OH
2: TsOH / dioxane
3: DMAP / CH2Cl2
4: TBAF / tetrahydrofuran
5: Dowex-50 / methanol
6: NH4OH / 24 h / 55 °C
View Scheme
Multi-step reaction with 10 steps
1: 1.) TMSCl, pyridine, 3.) NH4OH
2: pyridine
4: HF*pyridine
5: TsOH / dioxane
6: NaOH / pyridine; methanol
7: DMAP / CH2Cl2
8: TBAF / tetrahydrofuran
9: Dowex-50 / methanol
10: NH4OH / 24 h / 55 °C
View Scheme
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Chemistry

Molecule structure of 2'-Deoxy-2'-fluoroguanosine (CAS NO.78842-13-4):

IUPAC Name: 2-Amino-9-[(2R,3R,4R,5R)-3-Fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one 
Molecular Weight: 285.231783 [g/mol]
Molecular Formula: C10H12FN5O4
Index of Refraction: 1.876
Molar Refractivity: 59.82 cm3
Molar Volume: 131 cm3
Surface Tension: 98.5 dyne/cm
Density: 2.17 g/cm3
Flash Point: 392.9 °C
Enthalpy of Vaporization: 111.3 kJ/mol
Boiling Point: 726.1 °C at 760 mmHg
Vapour Pressure: 3.94E-22 mmHg at 25 °C
XLogP3: -1.2
H-Bond Donor: 4
H-Bond Acceptor: 8
Rotatable Bond Count: 2
Tautomer Count: 9
Exact Mass: 285.087332
MonoIsotopic Mass: 285.087332
Topological Polar Surface Area: 135
Heavy Atom Count: 20
Canonical SMILES: C1=NC2=C(N1C3C(C(C(O3)CO)O)F)NC(=NC2=O)N
Isomeric SMILES: C1=NC2=C(N1[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)F)NC(=NC2=O)N
InChI: InChI=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
InChIKey of 2'-Deoxy-2'-fluoroguanosine (CAS NO.78842-13-4): UXUZARPLRQRNNX-DXTOWSMRSA-N

Specification

 2'-Deoxy-2'-fluoroguanosine (CAS NO.78842-13-4) is also named as 2-Amino-9-(2-deoxy-2-fluoro-beta-D-ribofuranosyl)-9H-purin-6-ol ; 9H-Purin-6-ol, 2-amino-9-(2-deoxy-2-fluoro-beta-D-ribofuranosyl)- ; 2-Amino-9-((2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1,9-dihydro-purin-6-one ; 2'-Dfgs ; Guanosine, 2'-deoxy-2'-fluoro- .

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