Product Name

  • Name

    Guanosine

  • EINECS 204-227-8
  • CAS No. 118-00-3
  • Article Data143
  • CAS DataBase
  • Density 2.258 g/cm3
  • Solubility 0.75 g/L (25 °C) in water
  • Melting Point 250 °C (dec.)(lit.)
  • Formula C10H13N5O5
  • Boiling Point 775.9°C at 760 mmHg
  • Molecular Weight 283.244
  • Flash Point 423.1oC
  • Transport Information UN 2811 6.1/PG 3
  • Appearance crystalline
  • Safety 45-24/25-23
  • Risk Codes 25
  • Molecular Structure Molecular Structure of 118-00-3 (Guanosine)
  • Hazard Symbols ToxicT,IrritantXi
  • Synonyms Inosine, 2-amino-;2-amino-9-pentofuranosyl-9H-purin-6-ol;Ribofuranoside, guanine-9, .beta.-D-;Guanine, 9-.beta.-D-ribofuranosyl-;D-Guanosine;Guanosine(GR);2-Amino-1,9-dihydro-9-beta-D-ribofuranosyl-6H-purin-6-one;Guo;Guanine-9-beta-D-ribofuranoside;2H-Purin-2-one,6-amino-1,3-dihydro-;beta-D-Ribofuranoside, guanine-9;2(3H)-Imino-9-.beta.-D-ribofuranosyl-9H-purin-6(1H)-one;9-beta-D-Ribofuranosylguanine;9H-purin-6-ol, 2-amino-9-pentofuranosyl-;9-(beta-D-Ribofuranosyl)guanine;2-Amino-9-.beta.-D-ribofuranosyl-9-H-purine-6(1H)-one;
  • PSA 159.51000
  • LogP -2.10550

Synthetic route

2-N-(N,N-dibenzylformamidino)-9-(2,3-O-benzylidene-β-D-ribofuranosyl)-guanine

2-N-(N,N-dibenzylformamidino)-9-(2,3-O-benzylidene-β-D-ribofuranosyl)-guanine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal; palladium hydroxide - carbon In water; tert-butyl alcohol at 20℃; under 2068.59 Torr; for 20h; Hydrogenolysis;99%
2',3'-O-benzylidene-2N-dimethylaminomethylene guanosine

2',3'-O-benzylidene-2N-dimethylaminomethylene guanosine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal; palladium hydroxide - carbon In water; tert-butyl alcohol at 20℃; under 2068.59 Torr; for 20h; Hydrogenolysis;98%
N-2-(ethoxycarbonyl)guanosine
100313-43-7

N-2-(ethoxycarbonyl)guanosine

Conditions
ConditionsYield
With pyridine; ammonium hydroxide at 45℃; for 48h;95%
9-(2',3'-di-O-acetyl-β-D-ribofuranosyl)-N2-isobutanoylguanine

9-(2',3'-di-O-acetyl-β-D-ribofuranosyl)-N2-isobutanoylguanine

Conditions
ConditionsYield
With ammonia In methanol at 25 - 28℃; for 10h;90%
2',3',5'-tri-O-acetyl-guanosine
6979-94-8

2',3',5'-tri-O-acetyl-guanosine

Conditions
ConditionsYield
With methanol; water; triethylamine at 71℃; Microwave irradiation;89%
2-bromo-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)hypoxanthine
41623-91-0

2-bromo-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)hypoxanthine

Conditions
ConditionsYield
With ammonia In methanol at 120℃;80%
With ammonium hydroxide at 150℃; for 3h;48%
Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(6-diphenylcarbamoyloxy-2-isobutyrylamino-purin-9-yl)-tetrahydro-furan-3-yl ester

Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(6-diphenylcarbamoyloxy-2-isobutyrylamino-purin-9-yl)-tetrahydro-furan-3-yl ester

Conditions
ConditionsYield
With methanol; ammonia for 24h; Ambient temperature;80%
2-(acetylamino)-6-(diphenylcarbamoyloxy)-9-(β-D-tri-O-acetylribofuranosyl)-9H-purine
112233-75-7

2-(acetylamino)-6-(diphenylcarbamoyloxy)-9-(β-D-tri-O-acetylribofuranosyl)-9H-purine

Conditions
ConditionsYield
With ammonia In methanol; water at 60℃;75%
With methanol; ammonia for 24h; Ambient temperature;75%
2',1''-anhydro-5-<(1''-benzamido-1''-hydroxymethylene)amino>-1-(β-D-ribofuranosyl)imidazole-4-carboxamide
58917-66-1

2',1''-anhydro-5-<(1''-benzamido-1''-hydroxymethylene)amino>-1-(β-D-ribofuranosyl)imidazole-4-carboxamide

B

[1-(15)N]guanosine

[1-(15)N]guanosine

C

<15NH2>guanosine
103654-70-2

<15NH2>guanosine

Conditions
ConditionsYield
With (15N)-ammonium chloride In dimethyl sulfoxide at 100℃; for 240h; Yields of byproduct given;A n/a
B 75%
C n/a
With (15N)-ammonium chloride In dimethyl sulfoxide at 100℃; for 240h; Yield given. Yields of byproduct given;
8-mercaptoguanosine
26001-38-7

8-mercaptoguanosine

Conditions
ConditionsYield
With potassium bromide In water at 20℃; pH=7; Reagent/catalyst; Inert atmosphere; Irradiation;57.4%
Multi-step reaction with 3 steps
1: dihydrogen peroxide; acetic acid / 48 h / 65 °C
2: lithium hydroxide; water-d2 / Sonication
3: 24 h / 50 °C
View Scheme
1-(β-D-ribofuranosyl)-5-(thiocarbamoyl)amino-1H-imidazole-4-carboxamide
133068-54-9

1-(β-D-ribofuranosyl)-5-(thiocarbamoyl)amino-1H-imidazole-4-carboxamide

Conditions
ConditionsYield
With sodium hydroxide; copper diacetate for 1.5h; Heating;53%
2-Chloroadenosine
146-77-0

2-Chloroadenosine

Conditions
ConditionsYield
With acetic acid; sodium nitrite anschl. Erhitzen mit aethanol. NH3;
α-D-ribofuranosyl-1-phosphate
18646-11-2

α-D-ribofuranosyl-1-phosphate

guanine
73-40-5

guanine

Conditions
ConditionsYield
bei der Einwirkung von Purinnucleosid-Phosphorylase;
Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(2-acetylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester
30747-23-0

Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(2-acetylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester

Conditions
ConditionsYield
With ammonia In methanol for 42h; Ambient temperature;
Multi-step reaction with 2 steps
1: 77 percent / EtN(i-Pr)2 / pyridine / 1 h / Ambient temperature
2: 75 percent / NH3/MeOH / 24 h / Ambient temperature
View Scheme
N2-acetyl-9-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)guanine
17494-84-7

N2-acetyl-9-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)guanine

Conditions
ConditionsYield
With ammonia In methanol for 42h; Ambient temperature;
2-amino-6-benzyloxy-9-β-D-ribofuranosylpurine
4552-61-8

2-amino-6-benzyloxy-9-β-D-ribofuranosylpurine

A

7-benzylguanosine
72360-76-0

7-benzylguanosine

B

8-benzylguanosine
88158-12-7

8-benzylguanosine

C

N2-benzyl-2'-deoxyguanosine
71171-58-9

N2-benzyl-2'-deoxyguanosine

Conditions
ConditionsYield
With hydrogen cation In methanol; water at 40℃; Rate constant; Mechanism; pH 3.5, MeOH/aqueous buffer (5:95); other pH;A 0.4 % Chromat.
B 0.5 % Chromat.
C 1.2 % Chromat.
D 97.9 % Chromat.
O6-(p-methylbenzyl)guanosine
79384-30-8

O6-(p-methylbenzyl)guanosine

A

1-(p-methylbenzyl)guanosine
88158-18-3

1-(p-methylbenzyl)guanosine

B

N2-(p-methylbenzyl)guanosine
79396-24-0

N2-(p-methylbenzyl)guanosine

C

8-(p-methylbenzyl)guanosine
88158-13-8

8-(p-methylbenzyl)guanosine

D

C18H21N5O5
104375-85-1

C18H21N5O5

Conditions
ConditionsYield
With hydrogen cation In methanol; water at 40℃; Rate constant; Mechanism; pH 3.5, MeOH/aqueous buffer (5:95); other pH;A 1.2 % Chromat.
B 3.9 % Chromat.
C 2.6 % Chromat.
D 2.9 % Chromat.
E 89.4 % Chromat.
O6-(p-chlorobenzyl)guanosine
88158-11-6

O6-(p-chlorobenzyl)guanosine

Conditions
ConditionsYield
With hydrogen cation In methanol; water at 40℃; for 336h; Rate constant; Mechanism; pH 3.5, MeOH/aqueous buffer (5:95); other pH;100 % Chromat.
O6-(p-methoxybenzyl)guanosine
78907-22-9

O6-(p-methoxybenzyl)guanosine

A

N2-(p-methoxybenzyl)guanosine
78907-25-2

N2-(p-methoxybenzyl)guanosine

B

1-(p-methoxybenzyl)guanosine
78907-27-4

1-(p-methoxybenzyl)guanosine

C

8-(p-methoxybenzyl)guanosine
78907-24-1

8-(p-methoxybenzyl)guanosine

D

7-(p-methoxybenzyl)guanosine
78907-23-0

7-(p-methoxybenzyl)guanosine

Conditions
ConditionsYield
With hydrogen cation In methanol; water at 40℃; Rate constant; Mechanism; pH 3.5, MeOH/aqueous buffer (5:95); other pH;A 21.5 % Chromat.
B 0.2 % Chromat.
C 0.4 % Chromat.
D 1.1 % Chromat.
E 76.8 % Chromat.
O6-(p-methoxybenzyl)guanosine
78907-22-9

O6-(p-methoxybenzyl)guanosine

A

N2-(p-methoxybenzyl)guanosine
78907-25-2

N2-(p-methoxybenzyl)guanosine

B

1-(p-methoxybenzyl)guanosine
78907-27-4

1-(p-methoxybenzyl)guanosine

C

8-(p-methoxybenzyl)guanosine
78907-24-1

8-(p-methoxybenzyl)guanosine

D

7-(p-methoxybenzyl)guanosine
78907-23-0

7-(p-methoxybenzyl)guanosine

E

4-(p-methoxybenzyl)-5-guanidino-1-β-D-ribofuranozylimidazole
78907-26-3

4-(p-methoxybenzyl)-5-guanidino-1-β-D-ribofuranozylimidazole

Conditions
ConditionsYield
In methanol; water at 40℃; Rate constant; approximate rate constants for formation of products;

A

cytidine 3'-monophosphate
84-52-6

cytidine 3'-monophosphate

Conditions
ConditionsYield
With ribonuclease A Product distribution; determination of structure;
2'-O-(4-methoxytetrahydropyran-4-yl)guanosine
69471-61-0

2'-O-(4-methoxytetrahydropyran-4-yl)guanosine

Conditions
ConditionsYield
With hydrogenchloride at 22℃; for 0.583333h; Kinetics;50 % Chromat.
3-(β-D-pentofuranosyl)pyrimido<1,2-a>purin-10(3H)-one
78880-62-3

3-(β-D-pentofuranosyl)pyrimido<1,2-a>purin-10(3H)-one

A

Malondialdehyde
542-78-9

Malondialdehyde

Conditions
ConditionsYield
With sodium hydroxide; water at 45℃;
8-amino-3,10-dihydro-10-oxo-3-β-D-ribofuranosyl-1,3,5-triazino<1,2-a>purine
92220-57-0

8-amino-3,10-dihydro-10-oxo-3-β-D-ribofuranosyl-1,3,5-triazino<1,2-a>purine

Conditions
ConditionsYield
With sodium hydroxide at 20℃; for 0.0833333h; Product distribution;
N2-<<9-fluorenylmethyl)oxy>carbonyl>guanosine
87424-18-8

N2-<<9-fluorenylmethyl)oxy>carbonyl>guanosine

Conditions
ConditionsYield
With ammonium hydroxide In pyridine at 20℃; for 0.5h;
cytidine guanosine base pair

cytidine guanosine base pair

B

CYTIDINE
65-46-3

CYTIDINE

Conditions
ConditionsYield
In methanol; dimethyl sulfoxide at -26.1 - 29.9℃; Equilibrium constant;
CpCpGp

CpCpGp

A

cytidine 3'-monophosphate
84-52-6

cytidine 3'-monophosphate

Conditions
ConditionsYield
With ribonuclease A Product distribution; determination of structure;
5'-guanosine monophosphate
85-32-5

5'-guanosine monophosphate

Conditions
ConditionsYield
With water at 30℃; for 0.166667h; Rate constant; relative rate, different alkaline phosphotases;
In water at 37℃; for 240h;
guanosine 2',3'-cyclic monophosphate
634-02-6

guanosine 2',3'-cyclic monophosphate

A

guanosine 3'-monophosphate
117-68-0

guanosine 3'-monophosphate

B

guanosine 2'-monophosphate
130-50-7

guanosine 2'-monophosphate

Conditions
ConditionsYield
With chicken plasma membrane protein In water at 30℃; for 2h; Product distribution; other temperatures;
C47H60N18O33P4
99519-21-8

C47H60N18O33P4

B

uridine
58-96-8

uridine

C

CYTIDINE
65-46-3

CYTIDINE

D

adenosine
58-61-7

adenosine

Conditions
ConditionsYield
With Croatalus Adamanteus snake venom phosphodiesterase; MgCl2,tris-hydrochloride buffer; monoesterase In water at 37℃; for 18h; Product distribution;
N,N-dimethyl-formamide dimethyl acetal
4637-24-5

N,N-dimethyl-formamide dimethyl acetal

N2-(dimethylaminomethylene)guanosine
17331-16-7

N2-(dimethylaminomethylene)guanosine

Conditions
ConditionsYield
In methanol Ambient temperature;100%
In methanol at 20℃; for 72h;99%
In methanol for 72h;99%
8-bromoguanosine
4016-63-1

8-bromoguanosine

Conditions
ConditionsYield
With bromine In water at 20℃;100%
With bromine In water at 20℃; for 24h;99%
With bromine In water93%
C12H13N7
406945-71-9

C12H13N7

1-(2-amino-9H-purin-6-yl)-4-dimethylamino-pyridinium; 2-amino-9-(3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-olate

1-(2-amino-9H-purin-6-yl)-4-dimethylamino-pyridinium; 2-amino-9-(3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-olate

Conditions
ConditionsYield
In water-d2100%
allyl bromide
106-95-6

allyl bromide

7-allyl-2-amino-1H-purine-6(7H)-one
21869-84-1

7-allyl-2-amino-1H-purine-6(7H)-one

Conditions
ConditionsYield
Stage #1: allyl bromide; G In dimethyl sulfoxide at 20℃; for 18h;
Stage #2: With hydrogenchloride; water In dimethyl sulfoxide for 0.75h;
Stage #3: With sodium hydroxide In methanol; water; dimethyl sulfoxide
100%
Stage #1: allyl bromide; G In dimethyl sulfoxide at 20℃; for 18h; Inert atmosphere;
Stage #2: With hydrogenchloride In water; dimethyl sulfoxide for 1h;
92.5%
In dimethyl sulfoxide at 20℃; for 24h; Concentration; Inert atmosphere; Large scale;58.7%
2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

acetone
67-64-1

acetone

2',3'-isopropylideneguanosine
362-76-5

2',3'-isopropylideneguanosine

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 20℃; for 72h; Inert atmosphere;100%
acetic anhydride
108-24-7

acetic anhydride

2',3',5'-tri-O-acetyl-guanosine
6979-94-8

2',3',5'-tri-O-acetyl-guanosine

Conditions
ConditionsYield
With dmap; triethylamine In acetonitrile at 0 - 20℃; for 4h;99%
With dmap; triethylamine In acetonitrile for 0.5h; Ambient temperature;98%
With dmap; triethylamine In acetonitrile Heating;98%
<8-2H>guanosine
96412-41-8

<8-2H>guanosine

Conditions
ConditionsYield
With hydrogen; water-d2; palladium on activated charcoal at 110℃; for 24h;99%
With water-d2 for 15h; Heating;92%
With water-d2; palladium on activated charcoal; hydrogen at 110℃; for 24h;92%
chloro(2,2':6',2''-terpyridine)platinum(II) chloride dihydrate

chloro(2,2':6',2''-terpyridine)platinum(II) chloride dihydrate

N(1),N(6)-bis[(2,2':6',2''-terpyridine)platinio(II)]guanosine

N(1),N(6)-bis[(2,2':6',2''-terpyridine)platinio(II)]guanosine

Conditions
ConditionsYield
With silver nitrate In water byproducts: AgCl; Pt-complex and Ag-salt soln. heating at 70-80°C for 2 h, AgCl centrifugation off, org. compd. soln. addn., soln. heating at 70°C for 2 h, centrifugation; soln. freeze drying;99%
2-Methylpropionic anhydride
97-72-3

2-Methylpropionic anhydride

N2-(2-methylpropanoyl)-2',3',5'-tris-O-(2-methylpropanoyl)guanosine
70337-80-3

N2-(2-methylpropanoyl)-2',3',5'-tris-O-(2-methylpropanoyl)guanosine

Conditions
ConditionsYield
In pyridine at 110℃; for 20h;98%
With dmap In pyridine at 50℃; for 24h;
5,6-dimethyl-1H-benzo[d]imida-zole
582-60-5

5,6-dimethyl-1H-benzo[d]imida-zole

(β-D-ribofuranosyl)-5,6-dimethylbenzimidazole
13082-84-3

(β-D-ribofuranosyl)-5,6-dimethylbenzimidazole

Conditions
ConditionsYield
for 1.5h; purine nucleoside phosphorylase of whole cells of E. coli BMT 1D/1A;98%
Phenoxyacetyl chloride
701-99-5

Phenoxyacetyl chloride

N2-(phenoxyacetyl)guanosine
119824-66-7

N2-(phenoxyacetyl)guanosine

Conditions
ConditionsYield
Stage #1: G With pyridine; chloro-trimethyl-silane In dichloromethane for 2h;
Stage #2: Phenoxyacetyl chloride In dichloromethane at 0℃; for 3h;
Stage #3: With methanol In dichloromethane at 20℃; for 12h;
98%
With pyridine; chloro-trimethyl-silane; benzotriazol-1-ol 1.) 45 min, 2.) acetonitrile, 55 deg C, 5 h; Yield given. Multistep reaction;
Stage #1: G With pyridine; chloro-trimethyl-silane In dichloromethane at 0 - 20℃; for 3h; Inert atmosphere;
Stage #2: Phenoxyacetyl chloride In dichloromethane for 3h; Cooling with ice;
150.2 g
2-amino-1,9-dihydro-6H-purin-6-one
73-40-5

2-amino-1,9-dihydro-6H-purin-6-one

Conditions
ConditionsYield
With sulfuric acid In water at 90℃; for 1.5h; Reagent/catalyst; Temperature; Solvent; Large scale;98%
With sodium dichromate In water at 24.85℃; Quantum yield; Further Variations:; Reagents; pH-values; Decomposition; Photolysis;
With Lupinus luteus guanosine-inosine nucleosidase Enzyme kinetics;
acetone
67-64-1

acetone

2',3'-isopropylideneguanosine
362-76-5

2',3'-isopropylideneguanosine

Conditions
ConditionsYield
With perchloric acid at 20℃; for 1.16667h;98%
With perchloric acid In water at 20℃; for 4h;94%
Stage #1: G; acetone With perchloric acid at 20℃; for 1.16667h;
Stage #2: With ammonia In water at 0℃;
92%
acetyl chloride
75-36-5

acetyl chloride

N2-acetylguanosine
129681-72-7, 21967-06-6

N2-acetylguanosine

Conditions
ConditionsYield
Stage #1: G With pyridine; chloro-trimethyl-silane In dichloromethane for 2h;
Stage #2: acetyl chloride In dichloromethane at 0℃; for 1.5h;
Stage #3: With methanol In dichloromethane at 20℃; for 12h;
98%
(diethylenetriamino)copper(II) nitrate

(diethylenetriamino)copper(II) nitrate

sodium nicotinate
54-86-4

sodium nicotinate

water
7732-18-5

water

[Cu(diethylenetriamine)(nicotinic acid-H)(N7-guanosine)(NO3)]*5H2O

[Cu(diethylenetriamine)(nicotinic acid-H)(N7-guanosine)(NO3)]*5H2O

Conditions
ConditionsYield
In methanol; ethanol; water soln. of sodium nicotinate (5 mmol) in H2O/EtOH (1/10 v/v) added dropwise to soln. of Cu complex (5 mmol) in H2O/MeOH (1/10 v/v); stirred (5 min); guanosine (5 mmol) in EtOH added; stirred (12 h); solid isolated by filtration; washed with Et2O; dried (room temp.); elem. anal.;98%
ethyl iodide
75-03-6

ethyl iodide

7-ethylguanine hydrochloride

7-ethylguanine hydrochloride

Conditions
ConditionsYield
Stage #1: ethyl iodide; G In N,N-dimethyl acetamide at 20℃; for 24h;
Stage #2: With hydrogenchloride for 1.5h; Heating;
97%
propionic acid anhydride
123-62-6

propionic acid anhydride

2',3',5'-tri-O-propionyl-N2-propionylguanosine
90742-12-4

2',3',5'-tri-O-propionyl-N2-propionylguanosine

Conditions
ConditionsYield
With dmap In pyridine at 70℃; for 3h;96%
dimethyl sulfate
77-78-1

dimethyl sulfate

7-methylguanine hydrochloride

7-methylguanine hydrochloride

Conditions
ConditionsYield
Stage #1: G; dimethyl sulfate In N,N-dimethyl acetamide at 20℃; for 6h;
Stage #2: With hydrogenchloride for 1.5h; Heating;
96%
acetic anhydride
108-24-7

acetic anhydride

A

2,9-diacetylguanine
3056-33-5

2,9-diacetylguanine

B

1,2,3,5-tetraacetylribose
13035-61-5

1,2,3,5-tetraacetylribose

Conditions
ConditionsYield
Stage #1: acetic anhydride; G at 136℃; for 1h;
Stage #2: With trifluoroacetic acid at 60 - 100℃;
A 96%
B 86%
acetic anhydride
108-24-7

acetic anhydride

2-amino-6-hydroxyl-9-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)purine
6979-94-8

2-amino-6-hydroxyl-9-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)purine

Conditions
ConditionsYield
With dmap; triethylamine In acetonitrile at 20℃; for 0.5h;96%
With dmap; triethylamine In acetonitrile at 20℃; for 0.666667h;96%
tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

5'-O-tert-butyldimethylsilylguanosine
72409-21-3

5'-O-tert-butyldimethylsilylguanosine

Conditions
ConditionsYield
With silver nitrate In tetrahydrofuran for 3h; Ambient temperature;95%
silver nitrate In tetrahydrofuran for 1h;95%
With dmap; triethylamine In dichloromethane; dimethyl sulfoxide at 20℃; for 24h; Inert atmosphere;87%
1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane
69304-37-6

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane

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

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide for 0.75h; Ambient temperature;95%
With 1H-imidazole In pyridine; N,N-dimethyl-formamide for 4h;93%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 16h; Inert atmosphere; Large scale;92%
di-tert-butylsilyl bis(trifluoromethanesulfonate)
85272-31-7

di-tert-butylsilyl bis(trifluoromethanesulfonate)

2-amino-9-((4aR,6R,7R,7aS)-2,2-di-tert-butyl-7-hydroxytetrahydro-4H-furo[3,2-d][1,3,2]dioxasilin-6-yl)-1,9-dihydro-6H-purin-6-one
126628-29-3

2-amino-9-((4aR,6R,7R,7aS)-2,2-di-tert-butyl-7-hydroxytetrahydro-4H-furo[3,2-d][1,3,2]dioxasilin-6-yl)-1,9-dihydro-6H-purin-6-one

Conditions
ConditionsYield
In N,N-dimethyl-formamide95%
With 2,6-dimethylpyridine In N,N-dimethyl-formamide at 0 - 20℃; for 1h; Inert atmosphere;95%
In N,N-dimethyl-formamide at 0℃; Inert atmosphere;89%
N,N-dimethyl-formamide dimethyl acetal
4637-24-5

N,N-dimethyl-formamide dimethyl acetal

N2-[(dimethylamino)methylene]guanosine
1055407-32-3

N2-[(dimethylamino)methylene]guanosine

Conditions
ConditionsYield
In methanol at 27℃; for 96h;95%
oxirane
75-21-8

oxirane

7-(2'-hydroxyethyl)guanine hydrochloride

7-(2'-hydroxyethyl)guanine hydrochloride

Conditions
ConditionsYield
Stage #1: oxirane; G With acetic acid at 100℃; for 0.5h;
Stage #2: With hydrogenchloride for 1.5h; Heating;
95%
palladium diacetate
3375-31-3

palladium diacetate

Pd(2+)*CH3COO(1-)*C10H12N5O5(1-)*3H2O=[Pd(CH3COO)(C10H12N5O5)]*3H2O

Pd(2+)*CH3COO(1-)*C10H12N5O5(1-)*3H2O=[Pd(CH3COO)(C10H12N5O5)]*3H2O

Conditions
ConditionsYield
In water; acetone stirring (hot soln., 3 h), pptn.; centrifugation, washing (water, acetone), drying (air); elem. anal.;95%
ethyl iodide
75-03-6

ethyl iodide

7-ethylguanine

7-ethylguanine

Conditions
ConditionsYield
Stage #1: ethyl iodide; G In N,N-dimethyl acetamide at 60℃; Inert atmosphere;
Stage #2: With hydrogenchloride In N,N-dimethyl acetamide; water at 110℃; for 1h;
Stage #3: With ammonia In N,N-dimethyl acetamide; water at 20℃;
95%
Stage #1: ethyl iodide; G In N,N-dimethyl acetamide at 60℃; Inert atmosphere;
Stage #2: With hydrogenchloride In N,N-dimethyl acetamide; water at 110℃; for 1h;
95%

Guanosine Consensus Reports

Reported in EPA TSCA Inventory.

Guanosine Specification

The Guanosine, with the CAS registry number 118-00-3 and EINECS registry number 204-227-8, has the IUPAC name of 2-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one. It belongs to the following product categories: Pharmaceutical Intermediates; Purine; API intermediates; Biochemistry; Nucleosides and their analogs; Nucleosides, Nucleotides & Related Reagents; Bases & Related Reagents. And the molecular formula of the chemical is C10H13N5O5.

The Guanosine is a purine nucleoside comprising guanine attached to a ribose (ribofuranose) ring via a -N9-glycosidic bond, and is required for an RNA splicing reaction in mRNA. What's more, it is always used in herpes treatment.

The physical properties of Guanosine are as followings: (1)# of Rule of 5 Violations: 2; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 1.284; (5)ACD/KOC (pH 7.4): 1.278; (6)#H bond acceptors: 10; (7)#H bond donors: 6; (8)#Freely Rotating Bonds: 5; (9)Polar Surface Area: 155.22 Å2; (10)Index of Refraction: 1.955; (11)Molar Refractivity: 60.811 cm3; (12)Molar Volume: 125.448 cm3; (13)Polarizability: 24.107×10-24cm3; (14)Surface Tension: 123.824 dyne/cm; (15)Density: 2.258 g/cm3

You should be cautious while dealing with this chemical. It is toxic if swallowed. Therefore, you had better take the following instructions: Avoid contact with skin and eyes; In case of accident or if you feel unwell, seek medical advice immediately (show label where possible); Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer).

You can still convert the following datas into molecular structure:
(1)SMILES: c1nc2c(=O)[nH]c(nc2n1[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N
(2)InChI: InChI=1/C10H13N5O5/c11-10-13-7-4(8(19)14-10)12-2-15(7)9-6(18)5(17)3(1-16)20-9/h2-3,5-6,9,16-18H,1H2,(H3,11,13,14,19)/t3-,5-,6-,9-/m1/s1
(3)InChIKey: NYHBQMYGNKIUIF-UUOKFMHZBU

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 500mg/kg (500mg/kg)   National Technical Information Service. Vol. AD277-689,
mouse LD50 intravenous 180mg/kg (180mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#03206,

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