Product Name

  • Name

    2'-Deoxy-2'-fluoroguanosine

  • EINECS 1806241-263-5
  • CAS No. 78842-13-4
  • Article Data28
  • CAS DataBase
  • Density 2.17±0.1 g/cm3(Predicted)
  • Solubility
  • Melting Point 262-264 °C(Solv: water (7732-18-5))
  • Formula C10H12 F N5 O4
  • Boiling Point
  • Molecular Weight 285.235
  • Flash Point
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 78842-13-4 (2'-Deoxy-2'-fluoroguanosine)
  • Hazard Symbols
  • Synonyms 2'-Deoxy-2'-fluoroguanosine;9-(2-Deoxy-2-fluoro-b-D-ribofuranosyl)guanine
  • PSA 140.27000
  • LogP -1.36710

Synthetic route

2,6-diamino-9-(2-deoxy-2-fluoro-β-D-ribofuranosyl)-9H-purine
134444-47-6

2,6-diamino-9-(2-deoxy-2-fluoro-β-D-ribofuranosyl)-9H-purine

2'-deoxy-2'-fluoroguanosine
78842-13-4

2'-deoxy-2'-fluoroguanosine

Conditions
ConditionsYield
In water for 20h; Ambient temperature; adenosine deaminase;83%
With ADase Substitution;
2’-fluoro-N2-isobutyryl-2’-deoxyguanosine
80681-25-0

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

2'-deoxy-2'-fluoroguanosine
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

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

A

2'-chloro-2'-deoxyguanosine
80980-30-9

2'-chloro-2'-deoxyguanosine

B

2'-deoxy-2'-fluoroguanosine
78842-13-4

2'-deoxy-2'-fluoroguanosine

Conditions
ConditionsYield
With ammonium hydroxide In pyridine at 50℃; for 3h;A n/a
B 44%
C24H20FN5O6

C24H20FN5O6

2'-deoxy-2'-fluoroguanosine
78842-13-4

2'-deoxy-2'-fluoroguanosine

Conditions
ConditionsYield
With ammonia In methanol at 0℃; for 24h;13%
N2-isobutyryl-3'-O,5'-O-bis(tetrahydrofuranyl)-2'-deoxy-2'-fluoroguanosine
78842-12-3

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

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;
1-O-acetyl-3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-D-ribofuranoside
149623-91-6

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

trimethylsilylated N2-palmitoylguanine

trimethylsilylated N2-palmitoylguanine

A

2'-deoxy-2'-fluoroguanosine
78842-13-4

2'-deoxy-2'-fluoroguanosine

B

2'-deoxy-2'-fluoroguanosine

2'-deoxy-2'-fluoroguanosine

C

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

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

Conditions
ConditionsYield
Multistep reaction;
...Expand
2'-deoxy-2'-fluorocytidine
10212-20-1

2'-deoxy-2'-fluorocytidine

2'-deoxy-2'-fluoroguanosine
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
2,6-diaminopurine
1904-98-9

2,6-diaminopurine

2'-deoxy-2'-fluoroguanosine
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
2'-deoxy-2'-fluorouridine
56287-17-3, 69123-94-0, 784-71-4

2'-deoxy-2'-fluorouridine

2'-deoxy-2'-fluoroguanosine
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
9-β-D-arabinofuranosylguanine
38819-10-2

9-β-D-arabinofuranosylguanine

2'-deoxy-2'-fluoroguanosine
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
2,6-diamino-9-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)purine
24880-52-2

2,6-diamino-9-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)purine

2'-deoxy-2'-fluoroguanosine
78842-13-4

2'-deoxy-2'-fluoroguanosine

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: 1.) BCl3, 2.) NaOH / 1.) CH2Cl2
2: adenosine deaminase / 72 h / 37 °C / phosphate buffer, pH 7-7.5
3: 1.) TMSCl, pyridine, 3.) NH4OH
4: TsOH / dioxane
5: DMAP / CH2Cl2
6: TBAF / tetrahydrofuran
7: Dowex-50 / methanol
8: NH4OH / 24 h / 55 °C
View Scheme
Multi-step reaction with 12 steps
1: 1.) BCl3, 2.) NaOH / 1.) CH2Cl2
2: adenosine deaminase / 72 h / 37 °C / phosphate buffer, pH 7-7.5
3: 1.) TMSCl, pyridine, 3.) NH4OH
4: pyridine
6: HF*pyridine
7: TsOH / dioxane
8: NaOH / pyridine; methanol
9: DMAP / CH2Cl2
10: TBAF / tetrahydrofuran
11: Dowex-50 / methanol
12: NH4OH / 24 h / 55 °C
View Scheme
N2-isobutyryl-9-(3,5-di-O-tetrahydropyran-2-yl-β-D-arabinofuranosyl)guanine
146954-68-9

N2-isobutyryl-9-(3,5-di-O-tetrahydropyran-2-yl-β-D-arabinofuranosyl)guanine

2'-deoxy-2'-fluoroguanosine
78842-13-4

2'-deoxy-2'-fluoroguanosine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: DMAP / CH2Cl2
2: TBAF / tetrahydrofuran
3: Dowex-50 / methanol
4: NH4OH / 24 h / 55 °C
View Scheme
Multi-step reaction with 4 steps
1: pyridine, (N,N-dimethylamino)pyrydine / CH2Cl2 / 1 h / 5 °C
2: tertbutylammonium fluoride / tetrahydrofuran / 5 h / 5 °C
3: 41 percent / Dowex 50W x 2-100 / methanol / 1 h / 23 °C
4: 80 percent / sat. NH3 in MeOH / 16 h / 20 °C
View Scheme
Acetic acid (2R,3S,4R,5R)-4-hydroxy-5-hydroxymethyl-2-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester
160684-49-1

Acetic acid (2R,3S,4R,5R)-4-hydroxy-5-hydroxymethyl-2-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester

2'-deoxy-2'-fluoroguanosine
78842-13-4

2'-deoxy-2'-fluoroguanosine

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: TsOH / dioxane
2: NaOH / pyridine; methanol
3: DMAP / CH2Cl2
4: TBAF / tetrahydrofuran
5: Dowex-50 / methanol
6: NH4OH / 24 h / 55 °C
View Scheme
N2-isobutyryl-9-[3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-arabinofuranosyl]guanine
160684-47-9

N2-isobutyryl-9-[3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-arabinofuranosyl]guanine

2'-deoxy-2'-fluoroguanosine
78842-13-4

2'-deoxy-2'-fluoroguanosine

Conditions
ConditionsYield
Multi-step reaction with 8 steps
2: HF*pyridine
3: TsOH / dioxane
4: NaOH / pyridine; methanol
5: DMAP / CH2Cl2
6: TBAF / tetrahydrofuran
7: Dowex-50 / methanol
8: NH4OH / 24 h / 55 °C
View Scheme
Acetic acid (2R,3S,4R,5R)-2-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-4-(tetrahydro-pyran-2-yloxy)-5-(tetrahydro-pyran-2-yloxymethyl)-tetrahydro-furan-3-yl ester

Acetic acid (2R,3S,4R,5R)-2-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-4-(tetrahydro-pyran-2-yloxy)-5-(tetrahydro-pyran-2-yloxymethyl)-tetrahydro-furan-3-yl ester

2'-deoxy-2'-fluoroguanosine
78842-13-4

2'-deoxy-2'-fluoroguanosine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: NaOH / pyridine; methanol
2: DMAP / CH2Cl2
3: TBAF / tetrahydrofuran
4: Dowex-50 / methanol
5: NH4OH / 24 h / 55 °C
View Scheme
Acetic acid (2R,3S,3aR,9aR)-2-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl ester
160684-48-0

Acetic acid (2R,3S,3aR,9aR)-2-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl ester

2'-deoxy-2'-fluoroguanosine
78842-13-4

2'-deoxy-2'-fluoroguanosine

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: HF*pyridine
2: TsOH / dioxane
3: NaOH / pyridine; methanol
4: DMAP / CH2Cl2
5: TBAF / tetrahydrofuran
6: Dowex-50 / methanol
7: NH4OH / 24 h / 55 °C
View Scheme
2,6-diamino-9-(β-D-arabinofuranosyl)-purine
34079-68-0

2,6-diamino-9-(β-D-arabinofuranosyl)-purine

2'-deoxy-2'-fluoroguanosine
78842-13-4

2'-deoxy-2'-fluoroguanosine

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: adenosine deaminase / 72 h / 37 °C / phosphate buffer, pH 7-7.5
2: 1.) TMSCl, pyridine, 3.) NH4OH
3: TsOH / dioxane
4: DMAP / CH2Cl2
5: TBAF / tetrahydrofuran
6: Dowex-50 / methanol
7: NH4OH / 24 h / 55 °C
View Scheme
Multi-step reaction with 11 steps
1: adenosine deaminase / 72 h / 37 °C / phosphate buffer, pH 7-7.5
2: 1.) TMSCl, pyridine, 3.) NH4OH
3: pyridine
5: HF*pyridine
6: TsOH / dioxane
7: NaOH / pyridine; methanol
8: DMAP / CH2Cl2
9: TBAF / tetrahydrofuran
10: Dowex-50 / methanol
11: NH4OH / 24 h / 55 °C
View Scheme
1-O-acetyl-3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-D-ribofuranoside
149623-91-6

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

2'-deoxy-2'-fluoroguanosine
78842-13-4

2'-deoxy-2'-fluoroguanosine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 23 percent / p-TsOH / 0.83 h / 160 °C / 25 Torr
2: 75 percent / NaN3 / ethanol; H2O / 1.) reflux, 1 h, 2.) room temperature, 20 h
3: 94 percent / H2 / Pd on carbon / ethanol; N,N-dimethyl-acetamide / 20 h / Ambient temperature
4: 79 percent / MeONa / methanol / 1 h / Ambient temperature
5: 83 percent / H2O / 20 h / Ambient temperature; adenosine deaminase
View Scheme
2,6-diamino-9-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-D-ribofuranosyl)purine
156357-14-1

2,6-diamino-9-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-D-ribofuranosyl)purine

2'-deoxy-2'-fluoroguanosine
78842-13-4

2'-deoxy-2'-fluoroguanosine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 79 percent / MeONa / methanol / 1 h / Ambient temperature
2: 83 percent / H2O / 20 h / Ambient temperature; adenosine deaminase
View Scheme
2,6-diazido-9-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-D-ribofuranosyl)purine
156357-13-0

2,6-diazido-9-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-D-ribofuranosyl)purine

2'-deoxy-2'-fluoroguanosine
78842-13-4

2'-deoxy-2'-fluoroguanosine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 94 percent / H2 / Pd on carbon / ethanol; N,N-dimethyl-acetamide / 20 h / Ambient temperature
2: 79 percent / MeONa / methanol / 1 h / Ambient temperature
3: 83 percent / H2O / 20 h / Ambient temperature; adenosine deaminase
View Scheme
3,5-di-O-benzoyl-2-deoxy-2-fluoro-D-ribofuranosyl bromide

3,5-di-O-benzoyl-2-deoxy-2-fluoro-D-ribofuranosyl bromide

2'-deoxy-2'-fluoroguanosine
78842-13-4

2'-deoxy-2'-fluoroguanosine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 59 percent / mercuric cyanide / various solvent(s) / 24 h / Ambient temperature
2: 75 percent / NaN3 / ethanol; H2O / 1.) reflux, 1 h, 2.) room temperature, 20 h
3: 94 percent / H2 / Pd on carbon / ethanol; N,N-dimethyl-acetamide / 20 h / Ambient temperature
4: 79 percent / MeONa / methanol / 1 h / Ambient temperature
5: 83 percent / H2O / 20 h / Ambient temperature; adenosine deaminase
View Scheme
2,6-dichloro-9-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-D-ribofuranosyl)purine
156357-16-3

2,6-dichloro-9-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-D-ribofuranosyl)purine

2'-deoxy-2'-fluoroguanosine
78842-13-4

2'-deoxy-2'-fluoroguanosine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 75 percent / NaN3 / ethanol; H2O / 1.) reflux, 1 h, 2.) room temperature, 20 h
2: 94 percent / H2 / Pd on carbon / ethanol; N,N-dimethyl-acetamide / 20 h / Ambient temperature
3: 79 percent / MeONa / methanol / 1 h / Ambient temperature
4: 83 percent / H2O / 20 h / Ambient temperature; adenosine deaminase
View Scheme
2,6-dichloro-7H-purine
5451-40-1

2,6-dichloro-7H-purine

2'-deoxy-2'-fluoroguanosine
78842-13-4

2'-deoxy-2'-fluoroguanosine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 59 percent / mercuric cyanide / various solvent(s) / 24 h / Ambient temperature
2: 75 percent / NaN3 / ethanol; H2O / 1.) reflux, 1 h, 2.) room temperature, 20 h
3: 94 percent / H2 / Pd on carbon / ethanol; N,N-dimethyl-acetamide / 20 h / Ambient temperature
4: 79 percent / MeONa / methanol / 1 h / Ambient temperature
5: 83 percent / H2O / 20 h / Ambient temperature; adenosine deaminase
View Scheme
3',5'-O-1,1,3,3-tetraisopropyldisiloxan-1,3-diyl-guanosine
69304-44-5

3',5'-O-1,1,3,3-tetraisopropyldisiloxan-1,3-diyl-guanosine

2'-deoxy-2'-fluoroguanosine
78842-13-4

2'-deoxy-2'-fluoroguanosine

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1: DMSO, acetic anhydride
2: NaBH4 / 1.5 h / 0 °C
3: 80 percent / pyridine / 20 h / 60 °C
4: 80 percent / n-Bu4NF
5: 82 percent / p-toluenesulfonic acid / dioxane / 2 h / 23 °C
6: 78 percent / NaOH / acetonitrile; methanol; H2O
7: pyridine, (N,N-dimethylamino)pyrydine / CH2Cl2 / 1 h / 5 °C
8: tertbutylammonium fluoride / tetrahydrofuran / 5 h / 5 °C
9: 41 percent / Dowex 50W x 2-100 / methanol / 1 h / 23 °C
10: 80 percent / sat. NH3 in MeOH / 16 h / 20 °C
View Scheme
2-amino-9-((6aR,8R,9aR)-2,2,4,4-tetraisopropyl-9-oxotetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)-1H-purin-6(9H)-one
129835-15-0

2-amino-9-((6aR,8R,9aR)-2,2,4,4-tetraisopropyl-9-oxotetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)-1H-purin-6(9H)-one

2'-deoxy-2'-fluoroguanosine
78842-13-4

2'-deoxy-2'-fluoroguanosine

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: NaBH4 / 1.5 h / 0 °C
2: 80 percent / pyridine / 20 h / 60 °C
3: 80 percent / n-Bu4NF
4: 82 percent / p-toluenesulfonic acid / dioxane / 2 h / 23 °C
5: 78 percent / NaOH / acetonitrile; methanol; H2O
6: pyridine, (N,N-dimethylamino)pyrydine / CH2Cl2 / 1 h / 5 °C
7: tertbutylammonium fluoride / tetrahydrofuran / 5 h / 5 °C
8: 41 percent / Dowex 50W x 2-100 / methanol / 1 h / 23 °C
9: 80 percent / sat. NH3 in MeOH / 16 h / 20 °C
View Scheme
N2-isobutyryl-9-(2-O-isobutyryl-β-D-arabinofuranosyl)guanine
146954-66-7

N2-isobutyryl-9-(2-O-isobutyryl-β-D-arabinofuranosyl)guanine

2'-deoxy-2'-fluoroguanosine
78842-13-4

2'-deoxy-2'-fluoroguanosine

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 82 percent / p-toluenesulfonic acid / dioxane / 2 h / 23 °C
2: 78 percent / NaOH / acetonitrile; methanol; H2O
3: pyridine, (N,N-dimethylamino)pyrydine / CH2Cl2 / 1 h / 5 °C
4: tertbutylammonium fluoride / tetrahydrofuran / 5 h / 5 °C
5: 41 percent / Dowex 50W x 2-100 / methanol / 1 h / 23 °C
6: 80 percent / sat. NH3 in MeOH / 16 h / 20 °C
View Scheme
Isobutyric acid (2R,3S,4R,5R)-2-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-4-(tetrahydro-pyran-2-yloxy)-5-(tetrahydro-pyran-2-yloxymethyl)-tetrahydro-furan-3-yl ester
146954-67-8

Isobutyric acid (2R,3S,4R,5R)-2-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-4-(tetrahydro-pyran-2-yloxy)-5-(tetrahydro-pyran-2-yloxymethyl)-tetrahydro-furan-3-yl ester

2'-deoxy-2'-fluoroguanosine
78842-13-4

2'-deoxy-2'-fluoroguanosine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 78 percent / NaOH / acetonitrile; methanol; H2O
2: pyridine, (N,N-dimethylamino)pyrydine / CH2Cl2 / 1 h / 5 °C
3: tertbutylammonium fluoride / tetrahydrofuran / 5 h / 5 °C
4: 41 percent / Dowex 50W x 2-100 / methanol / 1 h / 23 °C
5: 80 percent / sat. NH3 in MeOH / 16 h / 20 °C
View Scheme
tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

2'-deoxy-2'-fluoroguanosine
78842-13-4

2'-deoxy-2'-fluoroguanosine

C22H40FN5O4Si2

C22H40FN5O4Si2

Conditions
ConditionsYield
With pyridine; 1H-imidazole at 25℃; for 15h; Time;99%
With pyridine; 1H-imidazole at 25℃; for 15h;99%
With 1H-imidazole In pyridine at 25℃; for 15h;99%
With pyridine; 1H-imidazole at 25℃; for 15h;83%
2'-deoxy-2'-fluoroguanosine
78842-13-4

2'-deoxy-2'-fluoroguanosine

8-bromo-2'-deoxy-2'-fluoroguanosine
847649-66-5

8-bromo-2'-deoxy-2'-fluoroguanosine

Conditions
ConditionsYield
With bromine In water94%
With N-Bromosuccinimide In water at 0℃; for 2.33333h; Inert atmosphere;47%
acetic anhydride
108-24-7

acetic anhydride

2'-deoxy-2'-fluoroguanosine
78842-13-4

2'-deoxy-2'-fluoroguanosine

mono-4-methoxytrityl chloride
14470-28-1

mono-4-methoxytrityl chloride

C34H32FN5O7
1445392-68-6

C34H32FN5O7

Conditions
ConditionsYield
Stage #1: acetic anhydride; 2'-deoxy-2'-fluoroguanosine With pyridine at 0 - 25℃; for 10h;
Stage #2: mono-4-methoxytrityl chloride With silver nitrate at 0 - 25℃; for 10h;		93%
...Expand
2'-deoxy-2'-fluoroguanosine
78842-13-4

2'-deoxy-2'-fluoroguanosine

mono-4-methoxytrityl chloride
14470-28-1

mono-4-methoxytrityl chloride

C30H28FN5O5
1365256-12-7

C30H28FN5O5

Conditions
ConditionsYield
Stage #1: 2'-deoxy-2'-fluoroguanosine With pyridine; acetic anhydride at 0 - 20℃; for 10h;
Stage #2: mono-4-methoxytrityl chloride With silver nitrate at 20℃; for 10h;
Stage #3: With ammonia In methanol at 20℃; for 14h;		87.5%
Stage #1: 2'-deoxy-2'-fluoroguanosine With acetic anhydride In pyridine at 0 - 20℃; for 10h;
Stage #2: mono-4-methoxytrityl chloride With silver nitrate In pyridine at 20℃; for 10h;
Stage #3: With ammonia In methanol at 20℃; for 14h;		9.2 g
acetic anhydride
108-24-7

acetic anhydride

2'-deoxy-2'-fluoroguanosine
78842-13-4

2'-deoxy-2'-fluoroguanosine

2’-fluoro-2’-deoxyguanosine-3’,5’-O-diacetate
134444-75-0

2’-fluoro-2’-deoxyguanosine-3’,5’-O-diacetate

Conditions
ConditionsYield
With pyridine In N,N-dimethyl-formamide at 23℃; for 12h; Inert atmosphere;79%
With dmap; triethylamine In acetonitrile at 20℃; for 2h;78%
With pyridine at 20℃;5 g
tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

2'-deoxy-2'-fluoroguanosine
78842-13-4

2'-deoxy-2'-fluoroguanosine

C16H26FN5O4Si
1445381-77-0

C16H26FN5O4Si

Conditions
ConditionsYield
Stage #1: tert-butyldimethylsilyl chloride; 2'-deoxy-2'-fluoroguanosine With pyridine; 1H-imidazole at 25℃; for 15h;
Stage #2: With acetic acid In tetrahydrofuran; water at 80℃; for 13h;		60.9%
Stage #1: tert-butyldimethylsilyl chloride; 2'-deoxy-2'-fluoroguanosine With 1H-imidazole In pyridine at 25℃; for 15h;
Stage #2: With acetic acid In tetrahydrofuran; water at 80℃; for 13h;		31.2 g
2'-deoxy-2'-fluoroguanosine
78842-13-4

2'-deoxy-2'-fluoroguanosine

tert-butylchlorodiphenylsilane
58479-61-1

tert-butylchlorodiphenylsilane

C26H30FN5O4Si

C26H30FN5O4Si

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; Inert atmosphere;45%
2'-deoxy-2'-fluoroguanosine
78842-13-4

2'-deoxy-2'-fluoroguanosine

C10H13N5O7FP

C10H13N5O7FP

Conditions
ConditionsYield
With phosphorous acid trimethyl ester; trichlorophosphate at 0℃; for 2h;

2'-Deoxy-2'-fluoroguanosine Chemical Properties

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

2'-Deoxy-2'-fluoroguanosine 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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