Product Name

  • Name

    9-(2-Deoxy-2-fluoroarabinofuranosyl)guanine

  • EINECS
  • CAS No. 103884-98-6
  • Article Data12
  • CAS DataBase
  • Density 2.17 g/cm3
  • Solubility
  • Melting Point 275-279 °C
  • Formula C10H12FN5O4
  • Boiling Point 726.1 °C at 760 mmHg
  • Molecular Weight 285.235
  • Flash Point 392.9 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 103884-98-6 (9-(2-Deoxy-2-fluoroarabinofuranosyl)guanine)
  • Hazard Symbols
  • Synonyms 2-amino-9-(2-deoxy-2-fluoro-D-arabinofuranosyl)-3,9-dihydro-6H-purin-6-one;6H-purin-6-one, 2-amino-9-(2-deoxy-2-fluoro-D-arabinofuranosyl)-1,9-dihydro-;9-(2-deoxy-2-fluoroarabinofuranosyl)guanine;9-(2-Deoxy-2-fluoro-β-D-arabinofuranosyl)guanine;
  • PSA 139.28000
  • LogP -1.12830

Synthetic route

9-(2’-deoxy-2’-fluoro-β-D-arabinofuranos-1’-yl)-2-amino-6-aminopurine
103884-97-5

9-(2’-deoxy-2’-fluoro-β-D-arabinofuranos-1’-yl)-2-amino-6-aminopurine

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine
103884-98-6

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

Conditions
ConditionsYield
With hydrogenchloride; Tris buffer; adenosine deaminase In water at 20℃; for 1.5h; pH=7.0; Acidic aqueous solution; Enzymatic reaction;100%
With adenosine deaminase type II at 20℃; for 16h;100%
With potassium dihydrogenphosphate; water; calf intestine adenosine deaminase at 40℃; for 2h; pH=7;87%
3',5'-Di-O-trityl-F-ara-G

3',5'-Di-O-trityl-F-ara-G

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine
103884-98-6

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

Conditions
ConditionsYield
With trifluoroacetic acid In chloroform for 3h; Ambient temperature;91%
9-(2'-deoxy-2'-fluoro-β-D-arabinofuranos-1'-yl)-2-amino-6-chloropurine
144924-88-9

9-(2'-deoxy-2'-fluoro-β-D-arabinofuranos-1'-yl)-2-amino-6-chloropurine

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine
103884-98-6

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

Conditions
ConditionsYield
With adenosine deaminase from calf intestinal mucosa In aq. phosphate buffer at 25℃; for 19h; pH=7.4; Enzymatic reaction;87%
2-amino-6-chloro-9-(3',5'-di-O-benzoyl-2'-deoxy-2'-fluoro-β-D-arabinofuranosyl)-9H-purine
118373-61-8

2-amino-6-chloro-9-(3',5'-di-O-benzoyl-2'-deoxy-2'-fluoro-β-D-arabinofuranosyl)-9H-purine

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine
103884-98-6

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

Conditions
ConditionsYield
With sodium methylate; 2-hydroxyethanethiol In methanol for 5h; Reflux;72%
With sodium hydroxide In 1,4-dioxane at 100℃; for 1h;20%
With sodium hydroxide In water
Multi-step reaction with 2 steps
1: ammonia / methanol / 15 h / 20 °C
2: adenosine deaminase from calf intestinal mucosa / aq. phosphate buffer / 19 h / 25 °C / pH 7.4 / Enzymatic reaction
View Scheme
N2-acetyl-9-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)guanine
134222-04-1

N2-acetyl-9-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)guanine

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine
103884-98-6

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

Conditions
ConditionsYield
With ammonia In methanol at 20℃; for 48h;70%
9-(3-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-2-acetamido-6-chloropurine
109303-94-8

9-(3-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-2-acetamido-6-chloropurine

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine
103884-98-6

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

Conditions
ConditionsYield
With sodium methylate; 2-hydroxyethanethiol In methanol for 3h; Heating;67%
C24H18ClFN4O6

C24H18ClFN4O6

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine
103884-98-6

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

Conditions
ConditionsYield
With ammonia In methanol at 150℃; for 6h;67%
2-deoxy-2-fluoro-3,5-di-O-benzoyl-α-D-arabinofuranosyl bromide
97614-44-3

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

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine
103884-98-6

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 52 percent / CCl4 / 72 h / 77 °C
2: 67 percent / ammonia / methanol / 6 h / 150 °C
View Scheme
Multi-step reaction with 2 steps
1: 27 percent
2: sodium hydroxide / H2O
View Scheme
Multi-step reaction with 3 steps
1: 1.) Hg(CN)2 / 1.) C6H6, reflux, 30 min, 2.) reflux, 3.4 h
2: 1 M Bu4NF / CH2Cl2; tetrahydrofuran / 0.25 h
3: 20 percent / 0.5 N aq. NaOH / dioxane / 1 h / 100 °C
View Scheme
2-chloro-6,9-bis(trimethylsilyl)-9H-purine

2-chloro-6,9-bis(trimethylsilyl)-9H-purine

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine
103884-98-6

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 52 percent / CCl4 / 72 h / 77 °C
2: 67 percent / ammonia / methanol / 6 h / 150 °C
View Scheme
1,3,5-tri-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranose
97614-43-2

1,3,5-tri-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranose

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine
103884-98-6

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: 35 percent / TMSOTf / acetonitrile / 0.33 h / Heating
2.1: LiN3 / ethanol / 2 h / Heating
2.2: benzoyl chloride / pyridine / 18 h / 20 °C
3.1: SnCl2 / CH2Cl2; methanol
4.1: 0.47 g / NH3 / methanol / 24 h / 20 °C
5.1: 0.45 g / adenosine deaminase E.C. 3.5.4.4 a / H2O / 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: zinc dibromide; trimethylsilyl bromide / dichloromethane / 20.17 h / 0 - 20 °C / Inert atmosphere
2.1: potassium tert-butylate / 1,2-dimethoxyethane / 0.67 h / 20 °C
2.2: 18 h / 20 °C / Inert atmosphere
3.1: 2-hydroxyethanethiol; sodium methylate / methanol / 5 h / Reflux
View Scheme
Multi-step reaction with 4 steps
1.1: zinc dibromide; trimethylsilyl bromide / dichloromethane / 20.17 h / 0 - 20 °C / Inert atmosphere
2.1: potassium tert-butylate / 1,2-dimethoxyethane / 0.67 h / 20 °C
2.2: 18 h / 20 °C / Inert atmosphere
3.1: acetic anhydride; acetic acid / 2.5 h / 120 - 125 °C
4.1: ammonia / methanol / 48 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: zinc dibromide; trimethylsilyl bromide / dichloromethane / 20.17 h / 0 - 20 °C / Inert atmosphere
2.1: potassium tert-butylate / 1,2-dimethoxyethane / 0.67 h / 20 °C
2.2: 18 h / 20 °C / Inert atmosphere
3.1: ammonia / methanol / 15 h / 20 °C
4.1: adenosine deaminase from calf intestinal mucosa / aq. phosphate buffer / 19 h / 25 °C / pH 7.4 / Enzymatic reaction
View Scheme
9-Trimethylsilyl-2,6-dichlorpurin
75788-35-1

9-Trimethylsilyl-2,6-dichlorpurin

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine
103884-98-6

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: 35 percent / TMSOTf / acetonitrile / 0.33 h / Heating
2.1: LiN3 / ethanol / 2 h / Heating
2.2: benzoyl chloride / pyridine / 18 h / 20 °C
3.1: SnCl2 / CH2Cl2; methanol
4.1: 0.47 g / NH3 / methanol / 24 h / 20 °C
5.1: 0.45 g / adenosine deaminase E.C. 3.5.4.4 a / H2O / 20 °C
View Scheme
2,6 dichloropurine
5451-40-1

2,6 dichloropurine

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine
103884-98-6

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: hexamethyldisilazane / 3 h / Heating
2.1: 35 percent / TMSOTf / acetonitrile / 0.33 h / Heating
3.1: LiN3 / ethanol / 2 h / Heating
3.2: benzoyl chloride / pyridine / 18 h / 20 °C
4.1: SnCl2 / CH2Cl2; methanol
5.1: 0.47 g / NH3 / methanol / 24 h / 20 °C
6.1: 0.45 g / adenosine deaminase E.C. 3.5.4.4 a / H2O / 20 °C
View Scheme
Multi-step reaction with 5 steps
1: 4A molecular sieves / 1,2-dichloro-ethane / 16 h / Heating
2: 72 percent / aq. NaN3 / ethanol / 0.5 h / Heating
3: 80 percent / H2 / 5percent Pd/C / ethanol / 5 h / 760 Torr
4: 91 percent / aq. NaOH / methanol / 19 h / Ambient temperature
5: 58 percent / H2O / 19 h / Ambient temperature; adenosine deaminase type I
View Scheme
((2R,3R,4S,5R)-3-(benzoyloxy)-5-(2,6-dichloro-9H-purin-9-yl)-4-fluorotetrahydrofuran-2-yl)methyl benzoate
329187-80-6

((2R,3R,4S,5R)-3-(benzoyloxy)-5-(2,6-dichloro-9H-purin-9-yl)-4-fluorotetrahydrofuran-2-yl)methyl benzoate

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine
103884-98-6

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: LiN3 / ethanol / 2 h / Heating
1.2: benzoyl chloride / pyridine / 18 h / 20 °C
2.1: SnCl2 / CH2Cl2; methanol
3.1: 0.47 g / NH3 / methanol / 24 h / 20 °C
4.1: 0.45 g / adenosine deaminase E.C. 3.5.4.4 a / H2O / 20 °C
View Scheme
C24H21FN6O5

C24H21FN6O5

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine
103884-98-6

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 0.47 g / NH3 / methanol / 24 h / 20 °C
2: 0.45 g / adenosine deaminase E.C. 3.5.4.4 a / H2O / 20 °C
View Scheme
C24H17FN10O5
1013918-32-5

C24H17FN10O5

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine
103884-98-6

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: SnCl2 / CH2Cl2; methanol
2: 0.47 g / NH3 / methanol / 24 h / 20 °C
3: 0.45 g / adenosine deaminase E.C. 3.5.4.4 a / H2O / 20 °C
View Scheme
(6-chloro-9-trimethylsilanyl-9H-purin-2-yl)-trimethylsilanyl-amine
72101-44-1

(6-chloro-9-trimethylsilanyl-9H-purin-2-yl)-trimethylsilanyl-amine

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine
103884-98-6

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 27 percent
2: sodium hydroxide / H2O
View Scheme
Multi-step reaction with 3 steps
1: 1.) Hg(CN)2 / 1.) C6H6, reflux, 30 min, 2.) reflux, 3.4 h
2: 1 M Bu4NF / CH2Cl2; tetrahydrofuran / 0.25 h
3: 20 percent / 0.5 N aq. NaOH / dioxane / 1 h / 100 °C
View Scheme
1,3-di-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-D-arabinofuranosyl bromide
56632-81-6

1,3-di-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-D-arabinofuranosyl bromide

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine
103884-98-6

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 4A molecular sieves / 1,2-dichloro-ethane / 16 h / Heating
2: 72 percent / aq. NaN3 / ethanol / 0.5 h / Heating
3: 80 percent / H2 / 5percent Pd/C / ethanol / 5 h / 760 Torr
4: 91 percent / aq. NaOH / methanol / 19 h / Ambient temperature
5: 58 percent / H2O / 19 h / Ambient temperature; adenosine deaminase type I
View Scheme
Multi-step reaction with 2 steps
1: 1.) Me3SiCl, Et3N; 2.) Hg(CN)2 / 1.) PhH, 40 h; 2.) PhH, reflux. 4 h
2: 67 percent / 2-mercaptoethanol (HSCH2CH2OH), 1M NaOMe / methanol / 3 h / Heating
View Scheme
2,6-dichloro-9-(3-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-9H-purine
103884-99-7

2,6-dichloro-9-(3-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-9H-purine

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine
103884-98-6

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 72 percent / aq. NaN3 / ethanol / 0.5 h / Heating
2: 80 percent / H2 / 5percent Pd/C / ethanol / 5 h / 760 Torr
3: 91 percent / aq. NaOH / methanol / 19 h / Ambient temperature
4: 58 percent / H2O / 19 h / Ambient temperature; adenosine deaminase type I
View Scheme
9-(3-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-9H-purine-2,6-diamine
103885-02-5

9-(3-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-9H-purine-2,6-diamine

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine
103884-98-6

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 91 percent / aq. NaOH / methanol / 19 h / Ambient temperature
2: 58 percent / H2O / 19 h / Ambient temperature; adenosine deaminase type I
View Scheme
2,6-diazido-9-(3-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-9H-purine
103885-01-4

2,6-diazido-9-(3-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-9H-purine

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine
103884-98-6

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 80 percent / H2 / 5percent Pd/C / ethanol / 5 h / 760 Torr
2: 91 percent / aq. NaOH / methanol / 19 h / Ambient temperature
3: 58 percent / H2O / 19 h / Ambient temperature; adenosine deaminase type I
View Scheme
2-N-Acetyl-6-O-((4-nitrophenyl)ethyl)guanosine

2-N-Acetyl-6-O-((4-nitrophenyl)ethyl)guanosine

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine
103884-98-6

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 98 percent / 4-(dimethylamino)pyridine (DMAP) / 96 h / Ambient temperature
2: 40 percent / 2,4,6-collidine, AgNO3 / dimethylformamide / Ambient temperature
3: 43.5 percent / DAST, pyridine / CH2Cl2 / Ambient temperature; other substrates
4: 95 percent / DBU, pyridine / 15 h / Ambient temperature
5: 91 percent / CF3COOH / CHCl3 / 3 h / Ambient temperature
View Scheme
Multi-step reaction with 5 steps
1: 9 percent / 4-(dimethylamino)pyridine (DMAP) / 96 h / 80 - 100 °C
2: 40 percent / 2,4,6-collidine, AgNO3 / dimethylformamide / Ambient temperature
3: 43.5 percent / DAST, pyridine / CH2Cl2 / Ambient temperature; other substrates
4: 95 percent / DBU, pyridine / 15 h / Ambient temperature
5: 91 percent / CF3COOH / CHCl3 / 3 h / Ambient temperature
View Scheme
Multi-step reaction with 4 steps
1: 15 percent / 4-(dimethylamino)pyridine (DMAP) / 96 h / 80 - 100 °C
2: 43.5 percent / DAST, pyridine / CH2Cl2 / Ambient temperature; other substrates
3: 95 percent / DBU, pyridine / 15 h / Ambient temperature
4: 91 percent / CF3COOH / CHCl3 / 3 h / Ambient temperature
View Scheme
N-{9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-trityloxymethyl-tetrahydro-furan-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-acetamide
144588-12-5

N-{9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-trityloxymethyl-tetrahydro-furan-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-acetamide

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine
103884-98-6

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 40 percent / 2,4,6-collidine, AgNO3 / dimethylformamide / Ambient temperature
2: 43.5 percent / DAST, pyridine / CH2Cl2 / Ambient temperature; other substrates
3: 95 percent / DBU, pyridine / 15 h / Ambient temperature
4: 91 percent / CF3COOH / CHCl3 / 3 h / Ambient temperature
View Scheme
N-(6-chloro-7(9)H-purin-2-yl)-acetamide
7602-01-9

N-(6-chloro-7(9)H-purin-2-yl)-acetamide

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine
103884-98-6

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) Me3SiCl, Et3N; 2.) Hg(CN)2 / 1.) PhH, 40 h; 2.) PhH, reflux. 4 h
2: 67 percent / 2-mercaptoethanol (HSCH2CH2OH), 1M NaOMe / methanol / 3 h / Heating
View Scheme
C27H27ClFN5O5Si

C27H27ClFN5O5Si

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine
103884-98-6

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1 M Bu4NF / CH2Cl2; tetrahydrofuran / 0.25 h
2: 20 percent / 0.5 N aq. NaOH / dioxane / 1 h / 100 °C
View Scheme
2-Amino-6-chloropurin
10310-21-1

2-Amino-6-chloropurin

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine
103884-98-6

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: ammonium sulfate / 1.5 h / Heating
2: 1.) Hg(CN)2 / 1.) C6H6, reflux, 30 min, 2.) reflux, 3.4 h
3: 1 M Bu4NF / CH2Cl2; tetrahydrofuran / 0.25 h
4: 20 percent / 0.5 N aq. NaOH / dioxane / 1 h / 100 °C
View Scheme
C26H21ClFN5O6

C26H21ClFN5O6

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine
103884-98-6

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

Conditions
ConditionsYield
With ammonia In methanol at 20℃; for 48h;256 mg
9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine
103884-98-6

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

triethylamine
121-44-8

triethylamine

2C6H15N*C10H13FN5O7P

2C6H15N*C10H13FN5O7P

Conditions
ConditionsYield
Stage #1: 9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine With phosphorous acid trimethyl ester; trichlorophosphate
Stage #2: triethylamine		94%
9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine
103884-98-6

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

C10H11BrFN5O4

C10H11BrFN5O4

Conditions
ConditionsYield
With bromine In water94%
acetic anhydride
108-24-7

acetic anhydride

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine
103884-98-6

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

9-(2-deoxy-2-fluoro-β-D-3,5-O-diacetyl-arabinofuranosyl)-guanine
1391913-14-6

9-(2-deoxy-2-fluoro-β-D-3,5-O-diacetyl-arabinofuranosyl)-guanine

Conditions
ConditionsYield
With pyridine at 20℃; for 4h;92%
9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine
103884-98-6

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

N,N-dimethyl-formamide dimethyl acetal
4637-24-5

N,N-dimethyl-formamide dimethyl acetal

N2-[(dimethylamino)methylene]-9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine
1391913-21-5

N2-[(dimethylamino)methylene]-9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

Conditions
ConditionsYield
at 70℃; for 6h;90%
9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine
103884-98-6

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

isobutyryl chloride
79-30-1

isobutyryl chloride

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-N2-isobutyrylguanine
308356-20-9

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-N2-isobutyrylguanine

Conditions
ConditionsYield
Stage #1: 9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine With pyridine; chloro-trimethyl-silane at 20℃; for 2h; Inert atmosphere;
Stage #2: isobutyryl chloride at 0 - 20℃; for 3.33333h; Inert atmosphere;		80%
2-Methylpropionic anhydride
97-72-3

2-Methylpropionic anhydride

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine
103884-98-6

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-N2-isobutyrylguanine
308356-20-9

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-N2-isobutyrylguanine

Conditions
ConditionsYield
With pyridine; ammonium hydroxide; chloro-trimethyl-silane70%
Stage #1: 9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine With pyridine; chloro-trimethyl-silane at 0℃; for 2h;
Stage #2: 2-Methylpropionic anhydride at 20℃; for 24h;		61%
Stage #1: 9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine With pyridine; chloro-trimethyl-silane at -5 - 20℃; for 2h; Inert atmosphere;
Stage #2: 2-Methylpropionic anhydride at -5 - 0℃; for 20h; Inert atmosphere;
4,4'-dimethoxytrityl chloride
40615-36-9

4,4'-dimethoxytrityl chloride

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine
103884-98-6

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

isobutyryl chloride
513-36-0

isobutyryl chloride

PN(iPr)2(OCH2CH2CN)X

PN(iPr)2(OCH2CH2CN)X

Diisopropyl-phosphoramidous acid (2R,3R,4S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-fluoro-5-(2-isobutylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester

Diisopropyl-phosphoramidous acid (2R,3R,4S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-fluoro-5-(2-isobutylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester

Conditions
ConditionsYield
Stage #1: 9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine; isobutyryl chloride With pyridine at 20℃; for 18h;
Stage #2: 4,4'-dimethoxytrityl chloride In pyridine at 20℃; for 18h;
Stage #3: PN(iPr)2(OCH2CH2CN)X		67%
...Expand

9-(2-Deoxy-2-fluoroarabinofuranosyl)guanine Specification

The 9-(2-Deoxy-2-fluoroarabinofuranosyl)guanine, with the cas registry number 103884-98-6, has the systematic name and IUPAC name of 2-amino-9-(2-deoxy-2-fluoro-D-arabinofuranosyl)-3,9-dihydro-6H-purin-6-one. And the molecular formula of the chemical is C10H12FN5O4.

The characteristics of this chemical are as followings: (1)ACD/LogP: -0.53; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -0.53; (4)ACD/LogD (pH 7.4): -0.53; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 12.23; (8)ACD/KOC (pH 7.4): 12.26; (9)#H bond acceptors: 9; (10)#H bond donors: 5; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 81.42 Å2; (13)Index of Refraction: 1.876; (14)Molar Refractivity: 59.82 cm3; (15)Molar Volume: 131 cm3; (16)Polarizability: 23.71×10-24cm3; (17)Surface Tension: 98.5 dyne/cm; (18)Density: 2.17 g/cm3; (19)Flash Point: 392.9 °C; (20)Enthalpy of Vaporization: 111.3 kJ/mol; (21)Boiling Point: 726.1 °C at 760 mmHg; (22)Vapour Pressure: 3.94E-22 mmHg at 25°C.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=C3/N=C(/N)Nc1c3ncn1C2O[C@@H]([C@@H](O)[C@@H]2F)CO
(2)InChI: InChI=1/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
(3)InChIKey: UXUZARPLRQRNNX-VPRFCXCPBI

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