6-Chloropurine Riboside supplier

Name
6-Chloropurine riboside
EINECS 217-904-8
CAS No. 2004-06-0
Article Data41
CAS DataBase
Density 2.03 g/cm³
Solubility
Melting Point 158-162 °C (dec.)(lit.)
Formula C₁₀H₁₁ClN₄O₄
Boiling Point 614.8 °C at 760 mmHg
Molecular Weight 286.675
Flash Point 325.6 °C
Transport Information
Appearance white to light yellow crystal powder
Safety 22-24/25-36-26
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 6-Chloropurineribonucleoside;6-chloro-9-(β-D-ribofuranosyl)-9H-purine;(2R,3R,4S,5R)-2-(6-Chloro-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydro-3,4-furandiol;6-Chloro-9-(β-D-ribofuranosyl)-9H-purine;9H-purine, 6-chloro-9-(β-d-ribofuranosyl)-;
PSA 122.75000
LogP -1.65270

Synthetic route

: 5987-73-5
2',3',5'-O-triacetyl-6-chloroinosine

: 2004-06-0
6-Chloropurine riboside

Conditions

Conditions	Yield
With ammonia In methanol at -20 - 0℃;	100%
With sodium methylate In methanol	86.4%
	64%

: C30H27ClN4O5

: 2004-06-0
6-Chloropurine riboside

Conditions

Conditions	Yield
With hydrogenchloride In water; acetonitrile at 20℃; for 0.25h; pH=Ca. 1; Inert atmosphere;	93%

: 28708-32-9
1,2,3,5-tetra-O-acetyl-D-ribofuranose

: 87-42-3
6-chloro-7H-purine

: 2004-06-0
6-Chloropurine riboside

Conditions

Conditions	Yield
With trimethylsilyl trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 60℃; for 2h; Vorbrueggen Nucleoside Synthesis;	91%

: 50-69-1
D-ribose

: 87-42-3
6-chloropurine

A: 6-chloro-9-(β-D-ribopyranosyl)purine

B: 2004-06-0
6-Chloropurine riboside

Conditions

Conditions	Yield
Stage #1: 6-chloropurine With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20℃; for 0.25h; Inert atmosphere; Stage #2: D-ribose With tributylphosphine; di-isopropyl azodicarboxylate In acetonitrile at 0 - 20℃; for 12 - 16h; Solvent; Reagent/catalyst; Inert atmosphere; stereoselective reaction;	A 76% B 3.4%

...Expand

: 3510-73-4
(2R,3R,4R,5R)-2-((benzoyloxy)methyl)-5-(6-chloro-9H-purin-9-yl)tetrahydrofuran-3,4-diyl dibenzoate

: 2004-06-0
6-Chloropurine riboside

Conditions

Conditions	Yield
With ammonia In methanol at 20℃;	36%
With ammonia

: Trifluoro-acetic acid (2R,3R,4R,5R)-2-(6-chloro-purin-9-yl)-4-(2,2,2-trifluoro-acetoxy)-5-(2,2,2-trifluoro-acetoxymethyl)-tetrahydro-furan-3-yl ester

: 2004-06-0
6-Chloropurine riboside

Conditions

Conditions	Yield
In methanol for 16h; Heating; Yield given;
In methanol for 22h; Reflux;	0.14 g

: 105499-44-3
2,3,5-tri-O-acetyl-α-D-ribofuranosyl chloride

6-chloro-purin-9-ylmercury(1+) chloride: 6-chloro-purin-9-ylmercury(1+) chloride

: 2004-06-0
6-Chloropurine riboside

Conditions

Conditions	Yield
With xylene und Behandeln des Reaktionsprodukts mit methanol.NH3;

9-β-D-ribofuranosyl-1,9-dihydro-purine-6-thione: 9-β-D-ribofuranosyl-1,9-dihydro-purine-6-thione

: 2004-06-0
6-Chloropurine riboside

Conditions

Conditions	Yield
With hydrogenchloride; chlorine

: 58-63-9
Inosine

: 2004-06-0
6-Chloropurine riboside

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 100 percent / pyridine 2: 96 percent / SOCl2 / dimethylformamide; CHCl3 3: 51 percent / NaOMe / methanol View Scheme
Multi-step reaction with 3 steps 1: CH2Cl2 / 16 h / Ambient temperature 2: SOCl2 / CH2Cl2; dimethylformamide / 16 h / Heating 3: methanol / 16 h / Heating View Scheme
Multi-step reaction with 3 steps 1.1: pyridine / methanol / 4 h 2.1: dmap; trichlorophosphate / 0.12 h / 20 °C / Inert atmosphere 2.2: 0.22 h / Reflux 3.1: ammonia / methanol / 19 h / 0 - 20 °C View Scheme
Multi-step reaction with 3 steps 1: dichloromethane / 17 h / 20 °C 2: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 15 h / Reflux 3: methanol / 22 h / Reflux View Scheme
Multi-step reaction with 2 steps 1: triethylamine / acetonitrile / 6 h / 0 °C / Reflux 2: ammonia / methanol View Scheme

: 3181-38-2
2',3',5'-tri-O-acetylinosine

: 2004-06-0
6-Chloropurine riboside

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 96 percent / SOCl2 / dimethylformamide; CHCl3 2: 51 percent / NaOMe / methanol View Scheme
Multi-step reaction with 2 steps 1: 90 percent / chloromethylenedimethyliminium chloride / CHCl3 / 3 h / Heating 2: methanolic NH3 / 16 h / 4 °C View Scheme
Multi-step reaction with 2 steps 1: SOCl2 / dimethylformamide; CHCl3 / 5 h / Heating 2: Na / methanol / 2 h View Scheme
Multi-step reaction with 2 steps 1.1: dmap; trichlorophosphate / 0.12 h / 20 °C / Inert atmosphere 1.2: 0.22 h / Reflux 2.1: ammonia / methanol / 19 h / 0 - 20 °C View Scheme
Multi-step reaction with 2 steps 1: thionyl chloride / chloroform; N,N-dimethyl-formamide / 16 h / 0 °C / Reflux 2: ammonia / methanol View Scheme

: 87-42-3
6-chloropurine

4-trifluoromethylphenylmethyl halide: 4-trifluoromethylphenylmethyl halide

: 2004-06-0
6-Chloropurine riboside

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 94 percent / hexamethyldisilazane; Me3SiCl; trimethylsilyl triflate / acetonitrile / 2.5 h / Heating 2: 36 percent / NH3 / methanol / 20 °C View Scheme

: 14215-97-5
1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribofuranose

: 2004-06-0
6-Chloropurine riboside

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 94 percent / hexamethyldisilazane; Me3SiCl; trimethylsilyl triflate / acetonitrile / 2.5 h / Heating 2: 36 percent / NH3 / methanol / 20 °C View Scheme

: 16321-99-6
2-amino-6-chloro-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine

: 2004-06-0
6-Chloropurine riboside

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 82 percent / sodium nitrite; dichloroacetic acid / tetrahydrofuran 2: 61 percent / NH3 / methanol / -5 - 0 °C View Scheme

: 7387-57-7
triacetyladenosine

: 2004-06-0
6-Chloropurine riboside

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 47 percent / tert-butyl nitrite; SbCl3 / CH2Cl2 / Heating 2: 61 percent / NH3 / methanol / -5 - 0 °C View Scheme

: 35170-22-0
Trifluoro-acetic acid (2R,3R,4R,5R)-2-(6-oxo-1,6-dihydro-purin-9-yl)-4-(2,2,2-trifluoro-acetoxy)-5-(2,2,2-trifluoro-acetoxymethyl)-tetrahydro-furan-3-yl ester

: 2004-06-0
6-Chloropurine riboside

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: SOCl2 / CH2Cl2; dimethylformamide / 16 h / Heating 2: methanol / 16 h / Heating View Scheme
Multi-step reaction with 2 steps 1: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 15 h / Reflux 2: methanol / 22 h / Reflux View Scheme

: 87-42-3
6-chloropurine

: 58-96-8
uridine

: 2004-06-0
6-Chloropurine riboside

Conditions

Conditions	Yield
With aeromonas hydrophila CECT 4226 at 60℃; for 2h; pH=7; aq. phosphate buffer; Enzymatic reaction;
With recobinant purine nucleoside phosphorylase from Escherichia coli; recombinant thymidine phosphorylase from Escherichia coli In aq. phosphate buffer for 3h; pH=6.8; Heating; Enzymatic reaction;

: 87-42-3
6-chloropurine

: 58-63-9
Inosine

A: 2004-06-0
6-Chloropurine riboside

B: 68-94-0
hypoxanthine

Conditions

Conditions	Yield
With purine nucleoside phosphorylase from Aeromonas hydrophyla, covalently immobilized on aminopropylsilica particles In aq. phosphate buffer; dimethyl sulfoxide at 37℃; for 0.5h; pH=7.5; Flow reactor; Enzymatic reaction;	A 3.8 mg B n/a

...Expand

: 87-42-3
6-chloropurine

: (3R,45,5R)-5-(((4-methoxyphenyl)diphenylmethoxy)methyl)tetrahydrofuran-2,3,4-triol

: 2004-06-0
6-Chloropurine riboside

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0.25 h / 20 °C / Inert atmosphere 1.2: 12 h / 0 - 20 °C / Inert atmosphere 2.1: hydrogenchloride / water; acetonitrile / 0.25 h / 20 °C / pH Ca. 1 / Inert atmosphere View Scheme

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

: 2004-06-0
6-Chloropurine riboside

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: trimethylsilyl trifluoromethanesulfonate / acetonitrile / 0 - 60 °C / Molecular sieve; Inert atmosphere 2: ammonium hydroxide / water; methanol / 24 h / 0 - 20 °C View Scheme

: 87-42-3
6-chloropurine

: 2004-06-0
6-Chloropurine riboside

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: trimethylsilyl trifluoromethanesulfonate / acetonitrile / 0 - 60 °C / Molecular sieve; Inert atmosphere 2: ammonium hydroxide / water; methanol / 24 h / 0 - 20 °C View Scheme
Multi-step reaction with 2 steps 1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 20 °C / Inert atmosphere 1.2: 12 h / 20 °C / Inert atmosphere 2.1: trifluoroacetic acid / water / 12 h / 0 - 20 °C / Inert atmosphere View Scheme

: C36H49O5P

: 2004-06-0
6-Chloropurine riboside

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: -40 °C / Inert atmosphere 2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 20 °C / Inert atmosphere 2.2: 12 h / 20 °C / Inert atmosphere 3.1: trifluoroacetic acid / water / 12 h / 0 - 20 °C / Inert atmosphere View Scheme

: 144925-02-0
6-chloro-9-(5′-O-trityl-β-D-ribofuranosyl)purine

: 2004-06-0
6-Chloropurine riboside

Conditions

Conditions	Yield
With trifluoroacetic acid In water at 0 - 20℃; for 12h; Inert atmosphere;	408 mg

: 1,2-anhydro-5-O-trityl-α-D-ribofuranose

: 2004-06-0
6-Chloropurine riboside

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 20 °C / Inert atmosphere 1.2: 12 h / 20 °C / Inert atmosphere 2.1: trifluoroacetic acid / water / 12 h / 0 - 20 °C / Inert atmosphere View Scheme

: 55726-00-6, 72521-12-1, 72521-13-2, 72521-20-1, 72521-21-2, 72521-22-3, 131285-09-1, 131285-24-0
(3R,4S,5R)-5-((trityloxy)methyl)tetrahydrofuran-2,3,4-triol

: 2004-06-0
6-Chloropurine riboside

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / acetonitrile / 0.25 h / 20 °C / Inert atmosphere 2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 20 °C / Inert atmosphere 2.2: 12 h / 20 °C / Inert atmosphere 3.1: trifluoroacetic acid / water / 12 h / 0 - 20 °C / Inert atmosphere View Scheme
Multi-step reaction with 4 steps 1.1: -40 °C / Inert atmosphere 2.1: -40 °C / Inert atmosphere 3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 20 °C / Inert atmosphere 3.2: 12 h / 20 °C / Inert atmosphere 4.1: trifluoroacetic acid / water / 12 h / 0 - 20 °C / Inert atmosphere View Scheme

: 41028-66-4
1,5-anhydroribitol

: 2004-06-0
6-Chloropurine riboside

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: pyridine / 6 h / 50 °C / Inert atmosphere 2.1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / acetonitrile / 0.25 h / 20 °C / Inert atmosphere 3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 20 °C / Inert atmosphere 3.2: 12 h / 20 °C / Inert atmosphere 4.1: trifluoroacetic acid / water / 12 h / 0 - 20 °C / Inert atmosphere View Scheme
Multi-step reaction with 5 steps 1.1: pyridine / 6 h / 50 °C / Inert atmosphere 2.1: -40 °C / Inert atmosphere 3.1: -40 °C / Inert atmosphere 4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 20 °C / Inert atmosphere 4.2: 12 h / 20 °C / Inert atmosphere 5.1: trifluoroacetic acid / water / 12 h / 0 - 20 °C / Inert atmosphere View Scheme

Yield

Multi-step reaction with 4 steps
1.1: pyridine / 6 h / 50 °C / Inert atmosphere
2.1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / acetonitrile / 0.25 h / 20 °C / Inert atmosphere
3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 20 °C / Inert atmosphere
3.2: 12 h / 20 °C / Inert atmosphere
4.1: trifluoroacetic acid / water / 12 h / 0 - 20 °C / Inert atmosphere
View Scheme

Multi-step reaction with 5 steps
1.1: pyridine / 6 h / 50 °C / Inert atmosphere
2.1: -40 °C / Inert atmosphere
3.1: -40 °C / Inert atmosphere
4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 20 °C / Inert atmosphere
4.2: 12 h / 20 °C / Inert atmosphere
5.1: trifluoroacetic acid / water / 12 h / 0 - 20 °C / Inert atmosphere
View Scheme

: 87-42-3
6-chloropurine

: 1463-10-1
5-Methyluridine

: 2004-06-0
6-Chloropurine riboside

Conditions

Conditions	Yield
With recobinant purine nucleoside phosphorylase from Escherichia coli; recombinant thymidine phosphorylase from Escherichia coli In aq. phosphate buffer for 6h; pH=6.8; Heating; Enzymatic reaction;

: 87-42-3
6-chloropurine

: 118-00-3
G

: 2004-06-0
6-Chloropurine riboside

Conditions

Conditions	Yield
With Trypanosoma brucei purine nucleoside 2'-deoxyribosyltransferase, Y5F mutant In aq. phosphate buffer at 50℃; for 0.5h; pH=6.5; Enzymatic reaction;

: 2004-06-0
6-Chloropurine riboside

: 67-64-1
acetone

: 39824-26-5
6-chloro-9-(2,3-O-isopropylidene-β-D-ribofuranosyl)-9H-purine

Conditions

Conditions	Yield
With toluene-4-sulfonic acid at 20℃; for 3h;	100%
In perchloric acid for 3h; Ambient temperature;	94%
With perchloric acid at 25℃;	94%

: 2004-06-0
6-Chloropurine riboside

: 74-89-5
methylamine

: 1867-73-8
N6-methyladenosine

Conditions

Conditions	Yield
With triethylamine In ethanol for 4h; Reflux;	100%
In ethanol; water Sealed tube; Reflux;	94%
In ethanol; water at 100℃; for 72h; Sealed tube;	54%

: 593-51-1
methylamine hydrochloride

: 2004-06-0
6-Chloropurine riboside

: 1867-73-8
N6-methyladenosine

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide for 72h;	100%

: 2004-06-0
6-Chloropurine riboside

: 58-63-9
Inosine

Conditions

Conditions	Yield
With phosphate buffer at 25℃; for 3h; AMP deaminase from Aspergillus sp.;	100%

: 2004-06-0
6-Chloropurine riboside

: 18162-48-6
tert-butyldimethylsilyl chloride

: 84765-96-8
6-chloro-9-(2,3,5-tris-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl)-9H-purine

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 16h;	100%
With 1H-imidazole In N,N-dimethyl-formamide for 15h; Ambient temperature;	98%
With 1H-imidazole In N,N-dimethyl-formamide for 18h; Ambient temperature;	90%

: 69304-37-6
1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane

: 2004-06-0
6-Chloropurine riboside

: C21H35ClN4O5Si2

Conditions

Conditions	Yield
In pyridine at 0 - 20℃; Under argon;	100%

: 1003840-51-4
(5-(aminomethyl)-1,1,3,3-tetramethylisoindol-2-yl)oxyl

: 2004-06-0
6-Chloropurine riboside

: 1233487-87-0
C23H29N6O5

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tert-butyl alcohol at 83℃; for 94h;	100%

: 2004-06-0
6-Chloropurine riboside

: 109-89-7
diethylamine

: 2139-60-8
(2R,3R,4S,5R)-2-(6-(diethylamino)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol

Conditions

Conditions	Yield
With triethylamine In ethanol Reflux;	100%
With triethylamine at 60 - 90℃; for 18h;

: 2004-06-0
6-Chloropurine riboside

: 77-76-9
2,2-dimethoxy-propane

: 39824-26-5
6-chloro-9-(2,3-O-isopropylidene-β-D-ribofuranosyl)-9H-purine

Conditions

Conditions	Yield
Stage #1: 6-Chloropurine riboside; 2,2-dimethoxy-propane With toluene-4-sulfonic acid In acetone at 20℃; for 16h; Stage #2: With water; sodium hydrogencarbonate In acetone	99%
With toluene-4-sulfonic acid In acetone at 20℃; for 2h;	97%
With toluene-4-sulfonic acid In acetone at 20℃;	97%

: 2004-06-0
6-Chloropurine riboside

: 2878-14-0
2-methylallylamin

: 75239-90-6
N6-(2-methylallyl)adenosine

Conditions

Conditions	Yield
With triethylamine In ethanol for 20h; Heating;	99%

: 288-88-0
1,2,4-Triazole

: 2004-06-0
6-Chloropurine riboside

: 402724-30-5
6-(1,2,4-triazol-1-yl)-9-(β-D-ribofuranosyl)purine

Conditions

Conditions	Yield
at 120℃; for 0.75h; Neat (no solvent);	99%

: rac-(endo)-tert-butyl (1R,2R,4S)-2-amino-7-azabicyclo[2.2.1]heptane-7-carboxylate

: 2004-06-0
6-Chloropurine riboside

: N6-(endo-7-tert-butoxycarbonyl-7-azabiclo[2.2.1]heptan-2-yl)adenosine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tert-butyl alcohol at 83℃; for 51.5h;	98.4%

: 2004-06-0
6-Chloropurine riboside

: (R)-1,3-dimethyl-2-buten-1-amine ethanedioate

: (R)-N-(1,3-dimethyl-2-butenyl)adenosine

Conditions

Conditions	Yield
With triethylamine In butan-1-ol for 7h; Heating;	98%

: 2004-06-0
6-Chloropurine riboside

: 18530-45-5, 52430-93-0, 77697-44-0
exo-5-aminonorborn-2-ene

: N6-(exo/endo-norborn-5-en-2-yl)adenosine

Conditions

Conditions	Yield
With triethylamine In methanol for 44h; Heating;	98%

: 1541-25-9
3-amino-1-cyclohexene

: 2004-06-0
6-Chloropurine riboside

: (2R,3R,4S,5R)-2-[6-(Cyclohex-2-enylamino)-purin-9-yl]-5-hydroxymethyl-tetrahydro-furan-3,4-diol

Conditions

Conditions	Yield
	98%

: 2004-06-0
6-Chloropurine riboside

: 370867-45-1
6-aminoethylbenzo[α]pyrene

: 2'-deoxy-N6-(benzo[α]pyrene-6-ylmethyl)adenosine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 55℃; for 4h;	98%

: 624-78-2
N-Ethylmethylamine

: 2004-06-0
6-Chloropurine riboside

: (2R,3R,4S,5R)-2-(6-(ethyl(methyl)amino)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol

Conditions

Conditions	Yield
With triethylamine In ethanol at 60℃; for 18h;	98%
With triethylamine In ethanol Reflux;	0.93 g

: 2004-06-0
6-Chloropurine riboside

: 107-11-9
1-amino-2-propene

: 15763-12-9
6-N-allyladenosine

Conditions

Conditions	Yield
With triethylamine In ethanol for 20h; Heating;	97%
With triethylamine In ethanol at 80℃; for 3h;	75%
With triethylamine In ethanol at 60℃; for 18h; Substitution;
With triethylamine In ethanol at 80℃; for 3h;
With triethylamine In ethanol at 78℃; for 24h;

: 134-32-7
1-amino-naphthalene

: 2004-06-0
6-Chloropurine riboside

: 41552-80-1
N6-(1-naphthyl)adenosine

Conditions

Conditions	Yield
In ethanol for 21h; Heating;	97%
In ethanol for 5h; Heating / reflux;	59%
In ethanol

: 39718-00-8
2-chlorobenzylthiol

: 2004-06-0
6-Chloropurine riboside

: (2R,3R,4S,5R)-2-[6-(2-Chloro-benzylsulfanyl)-purin-9-yl]-5-hydroxymethyl-tetrahydro-furan-3,4-diol

Conditions

Conditions	Yield
Stage #1: 6-Chloropurine riboside With pyridine; trityl resin for 48h; Stage #2: 2-chlorobenzylthiol With triethylamine In methanol at 55℃; for 5h; Stage #3: With chlorotriisopropylsilane; trifluoroacetic acid In dichloromethane for 0.166667h;	97%

: 19552-10-4
4-bromobenzyl mercaptan

: 2004-06-0
6-Chloropurine riboside

: (2R,3R,4S,5R)-2-[6-(4-Bromo-benzylsulfanyl)-purin-9-yl]-5-hydroxymethyl-tetrahydro-furan-3,4-diol

Conditions

Conditions	Yield
Stage #1: 6-Chloropurine riboside With pyridine; trityl resin for 48h; Stage #2: 4-bromobenzyl mercaptan With triethylamine In methanol at 55℃; for 5h; Stage #3: With chlorotriisopropylsilane; trifluoroacetic acid In dichloromethane for 0.166667h;	97%

: 2004-06-0
6-Chloropurine riboside

: 59293-67-3
2,4-dichlorobenzyl mercaptan

: (2R,3R,4S,5R)-2-[6-(2,4-Dichloro-benzylsulfanyl)-purin-9-yl]-5-hydroxymethyl-tetrahydro-furan-3,4-diol

Conditions

Conditions	Yield
Stage #1: 6-Chloropurine riboside With pyridine; trityl resin for 48h; Stage #2: 2,4-dichlorobenzyl mercaptan With triethylamine In methanol at 55℃; for 5h; Stage #3: With chlorotriisopropylsilane; trifluoroacetic acid In dichloromethane for 0.166667h;	97%

: 1583-88-6
4-fluoro-2-phenethylamine

: 2004-06-0
6-Chloropurine riboside

: 101565-62-2
N6-<4-(fluorophenyl)ethyl>adenosine

Conditions

Conditions	Yield
With triethylamine	96%

: 2004-06-0
6-Chloropurine riboside

: 109986-64-3, 109986-69-8, 121358-07-4, 125234-43-7, 125234-44-8, 127516-61-4, 132246-46-9
-4-amino-2-methyl-2-penten-1-ol ethanedioate

: 98211-30-4, 110043-61-3, 110043-62-4, 121423-03-8
(1''R)-1''-methyl-cis-zeatin 9-β-D-ribofuranoside

Conditions

Conditions	Yield
With triethylamine In butan-1-ol for 3.5h; Heating;	96%

: 2004-06-0
6-Chloropurine riboside

: (Z)-(R)-4-Amino-2-methyl-pent-2-en-1-ol; compound with oxalic acid

: 98211-30-4, 110043-61-3, 110043-62-4, 121423-03-8
(1''R)-1''-methyl-cis-zeatin 9-β-D-ribofuranoside

Conditions

Conditions	Yield
With triethylamine In butan-1-ol for 3.5h; Heating;	96%

: 15894-04-9
(4-fluorophenyl)methanethiol

: 2004-06-0
6-Chloropurine riboside

: (2R,3R,4S,5R)-2-[6-(4-Fluoro-benzylsulfanyl)-purin-9-yl]-5-hydroxymethyl-tetrahydro-furan-3,4-diol

Conditions

Conditions	Yield
Stage #1: 6-Chloropurine riboside With pyridine; trityl resin for 48h; Stage #2: (4-fluorophenyl)methanethiol With triethylamine In methanol at 55℃; for 5h; Stage #3: With chlorotriisopropylsilane; trifluoroacetic acid In dichloromethane for 0.166667h;	96%

: 2004-06-0
6-Chloropurine riboside

: 6258-66-8
(4-chlorophenyl)methanethiol

: (2R,3R,4S,5R)-2-[6-(4-Chloro-benzylsulfanyl)-purin-9-yl]-5-hydroxymethyl-tetrahydro-furan-3,4-diol

Conditions

Conditions	Yield
Stage #1: 6-Chloropurine riboside With pyridine; trityl resin for 48h; Stage #2: (4-chlorophenyl)methanethiol With triethylamine In methanol at 55℃; for 5h; Stage #3: With chlorotriisopropylsilane; trifluoroacetic acid In dichloromethane for 0.166667h;	96%

: 124-09-4
1,6-Hexanediamine

: 2004-06-0
6-Chloropurine riboside

: 56934-06-6
N6-(6-Aminohexyl)adenosine

Conditions

Conditions	Yield
With triethylamine In ethanol for 2h; Reflux;	96%
With triethylamine In ethanol for 3h; Reflux; Inert atmosphere;	90%
With triethylamine In ethanol for 3h; Inert atmosphere; Reflux;	90%

: (R)-3-aminoetetrahydroselenophene hydrochloride

: 2004-06-0
6-Chloropurine riboside

: N6-((R)-Seleolan-3-yl)adenosine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tert-butyl alcohol at 83℃; for 2h;	96%

6-Chloropurine Riboside Consensus Reports

6-CHLOROPURINE Riboside is reported in EPA TSCA Inventory.

6-Chloropurine Riboside Specification

The 6-Chloropurine Riboside, with the CAS registry number 2004-06-0 and EINECS registry number 217-904-8, has the systematic name of 6-chloro-9-(β-D-ribofuranosyl)-9H-purine. It is a kind of white to light yellow crystal powder, and belongs to the following product categories: Chiral; Biochemistry; Nucleosides and their analogs; Nucleosides, Nucleotides & Related Reagents. The molecular formula of the chemical is C₁₀H₁₁ClN₄O₄. It is always used in biochemical research. What's more, it should be stored at 2-8°C.

The physical properties of 6-Chloropurine Riboside are as followings: (1)ACD/LogP: -0.56; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.56; (4)ACD/LogD (pH 7.4): -0.56; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 11.78; (8)ACD/KOC (pH 7.4): 11.78; (9)#H bond acceptors: 8; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 80.52 Å²; (13)Index of Refraction: 1.846; (14)Molar Refractivity: 62.64 cm³; (15)Molar Volume: 140.6 cm³; (16)Polarizability: 24.83×10^-24cm³; (17)Surface Tension: 90.9 dyne/cm; (18)Density: 2.03 g/cm³; (19)Flash Point: 325.6 °C; (20)Enthalpy of Vaporization: 95.91 kJ/mol; (21)Boiling Point: 614.8 °C at 760 mmHg; (22)Vapour Pressure: 5.65E-16 mmHg at 25°C.

You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin. Therefore, you had better take the following instructions: Do not breathe dust and avoid contacting with skin and eyes; Wear suitable clothing, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: Clc3ncnc1c3ncn1[C@@H]2O[C@@H]([C@@H](O)[C@H]2O)CO
(2)InChI: InChI=1/C10H11ClN4O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2/t4-,6-,7-,10-/m1/s1
(3)InChIKey: XHRJGHCQQPETRH-KQYNXXCUBM

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD10	unreported	550mg/kg (550mg/kg)		Progress in Medical Chemistry. Vol. 7, Pg. 69, 1970.
rat	LD50	intraperitoneal	> 800mg/kg (800mg/kg)		Advances in Teratology. Vol. 3, Pg. 181, 1968.

Product Name

6-Chloropurine riboside

Synthetic route

6-Chloropurine Riboside Consensus Reports

6-Chloropurine Riboside Specification

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