Conditions | Yield |
---|---|
With triethylamine In ethanol at 60℃; for 18h; Temperature; | 93% |
With triethylamine In ethanol at 60℃; for 18h; Substitution; |
Conditions | Yield |
---|---|
With recombinant E. coli purine nucleoside phosphorylase; tris hydrochloride In water pH=8; | 93% |
kinetin riboside
Conditions | Yield |
---|---|
With sodium tetrahydroborate In tetrahydrofuran for 8h; reductive cleavage; Heating; | 85% |
Conditions | Yield |
---|---|
With water |
furan-2-ylmethanamine
(2R,3R,4R,5R)-2-((benzoyloxy)methyl)-5-(6-chloro-9H-purin-9-yl)tetrahydrofuran-3,4-diyl dibenzoate
kinetin riboside
Conditions | Yield |
---|---|
With 2-methoxy-ethanol Erwaermen des Reaktionsprodukts mit methanol.Natriummethylat; |
Conditions | Yield |
---|---|
With hydrogenchloride; sodium cyanoborohydride In methanol; water at 37℃; for 28h; pH 4.4; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 82 percent / AcOH / ethanol / 6 h / Heating 2: 85 percent / NaBH4 / tetrahydrofuran / 8 h / Heating View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 82 percent / AcOH / ethanol / 6 h / Heating 2: 85 percent / NaBH4 / tetrahydrofuran / 8 h / Heating View Scheme | |
Multi-step reaction with 3 steps 1: pyridine / 20 - 60 °C 2: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 20 °C 3: methanol; ammonia / 48 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: pyridine / 20 - 60 °C 1.2: 20 °C 2.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 20 °C 3.1: methanol; ammonia / 48 h / 20 °C View Scheme |
2,3,5-tri-O-acetyl-α-D-ribofuranosyl chloride
kinetin riboside
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: anschliessende Entacetylierung 2: H2O View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: xylene 2: 2-methoxy-ethanol / Erwaermen des Reaktionsprodukts mit methanol.Natriummethylat View Scheme |
Conditions | Yield |
---|---|
With purine nucleoside phosphorylase; potassium phosphate buffer at 50℃; pH=7.0; |
6-N-2',3',5'-tri-O-tetraacetyladenosine
kinetin riboside
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 20 °C 2: methanol; ammonia / 48 h / 20 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 20 °C 2: methanol; ammonia / 48 h / 20 °C View Scheme |
C23H25N5O9
kinetin riboside
Conditions | Yield |
---|---|
With methanol; ammonia at 20℃; for 48h; | 251 mg |
With ammonia In methanol at 20℃; for 48h; | |
With propylamine In methanol at 20℃; |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: hydroxylamine hydrochloride; sodium acetate / ethanol / 6 h / 20 °C 2: hydrogenchloride; hydrogen / palladium 10% on activated carbon / ethanol; water / 760.05 Torr 3: triethylamine / propan-1-ol / 8 h / 70 °C View Scheme |
furan-2-ylmethanamine hydrochloride
6-Chloropurine riboside
kinetin riboside
Conditions | Yield |
---|---|
With triethylamine In propan-1-ol at 70℃; for 8h; | |
With triethylamine In propan-1-ol at 70℃; for 8h; stereospecific reaction; | 220 mg |
With triethylamine In propan-1-ol at 70℃; for 8h; | 220 mg |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: hydrogenchloride; hydrogen / palladium 10% on activated carbon / ethanol; water / 760.05 Torr 2: triethylamine / propan-1-ol / 8 h / 70 °C View Scheme |
Conditions | Yield |
---|---|
In aq. phosphate buffer at 37℃; for 0.25h; pH=8; |
6-N-2',3',5'-tri-O-tetraacetyladenosine
(2-furyl)methyl alcohol
kinetin riboside
Conditions | Yield |
---|---|
Mitsunobu Displacement; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: magnesium(II) chloride hexahydrate; recombinant E. coli uridine phosphorylase / aq. phosphate buffer / 23 °C / pH 7.0 1.2: 4 °C / pH 8.0 2.1: tris hydrochloride; recombinant E. coli purine nucleoside phosphorylase / water / pH 8 View Scheme |
Conditions | Yield |
---|---|
With magnesium(II) chloride hexahydrate; recombinant E. coli purine nucleoside phosphorylase In water at 50℃; for 144h; pH=7.0; |
cis-dichlorobis(dimethylsulfoxide)platinum(II)
kinetin riboside
Conditions | Yield |
---|---|
In ethanol at 20 - 45℃; for 29h; | 60% |
phenyl(isopropoxy-L-alaninyl) phosphorochloridate
kinetin riboside
Conditions | Yield |
---|---|
Stage #1: kinetin riboside With 1-methyl-1H-imidazole In tetrahydrofuran at 20℃; for 0.416667h; Inert atmosphere; Stage #2: phenyl(isopropoxy-L-alaninyl) phosphorochloridate In tetrahydrofuran at 20℃; for 18h; Inert atmosphere; | 42% |
phenyl (tert-butyloxy-L-alaninyl)phosphorochloridate
kinetin riboside
Conditions | Yield |
---|---|
Stage #1: kinetin riboside With 1-methyl-1H-imidazole In tetrahydrofuran at 20℃; for 0.416667h; Inert atmosphere; Stage #2: phenyl (tert-butyloxy-L-alaninyl)phosphorochloridate In tetrahydrofuran at 20℃; for 18h; Inert atmosphere; | 14% |
kinetin riboside
phenyl(benzyloxy-L-alaninyl)phosphorochloridate
Conditions | Yield |
---|---|
Stage #1: kinetin riboside With 1-methyl-1H-imidazole In tetrahydrofuran at 20℃; for 0.416667h; Inert atmosphere; Stage #2: phenyl(benzyloxy-L-alaninyl)phosphorochloridate In tetrahydrofuran at 20℃; for 18h; Inert atmosphere; | 13% |
kinetin riboside
phenyl methoxyalaninyl phosphorochloridate
Conditions | Yield |
---|---|
Stage #1: kinetin riboside With tert-butylmagnesium chloride In tetrahydrofuran at 20℃; for 0.416667h; Inert atmosphere; Stage #2: phenyl methoxyalaninyl phosphorochloridate In tetrahydrofuran at 20℃; for 18h; Inert atmosphere; | 10% |
Conditions | Yield |
---|---|
With Escherichia coli purine nucleoside phosphorylase at 25℃; pH=7.5; Kinetics; aq. phosphate buffer; Enzymatic reaction; | |
With potassium dihydrogenphosphate; Escherichia coli purine nucleoside phosphorylase at 37℃; pH=7.5; Equilibrium constant; aq. buffer; Enzymatic reaction; |
The Adenosine, N-(2-furanylmethyl)-, with the CAS registry number of 4338-47-0, is also known as 6-Furfuryladenosine. It belongs to the product categories of Nucleotides and Nucleosides; Bases & Related Reagents; Nucleotides. Its EINECS registry number is 224-389-3. This chemical's molecular formula is C15H17N5O5 and molecular weight is 347.33. What's more, its systematic name is called N-(Furan-2-ylmethyl)-9-pentofuranosyl-9H-purin-6-amine. This chemical's classification codes are Agricultural Chemical; Growth regulator / Fertilizer; Mutation Data. In addition, it must be stored in airtight containers and placed in a dry place at 4 °C. Meanwhile, it should be avoided contact with light. During using it, you should avoid contacting with skin and eyes. Besides, it can be used as an anticancer and antiviral agent.
Physical properties about Adenosine, N-(2-furanylmethyl)- are: (1)ACD/LogP: -1.30; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -1.31; (4)ACD/LogD (pH 7.4): -1.3; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 4.6; (8)ACD/KOC (pH 7.4): 4.67; (9)#H bond acceptors: 10; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 7; (12)Polar Surface Area: 96.9 Å2; (13)Index of Refraction: 1.798; (14)Molar Refractivity: 82.98 cm3; (15)Molar Volume: 194.4 cm3; (16)Surface Tension: 80.6 dyne/cm; (17)Density: 1.78 g/cm3; (18)Flash Point: 367.3 °C; (19)Enthalpy of Vaporization: 105.33 kJ/mol; (20)Boiling Point: 683.7 °C at 760 mmHg; (21)Vapour Pressure: 1.25E-19 mmHg at 25 °C.
You can still convert the following datas into molecular structure:
(1) SMILES: n2c1c(ncnc1n(c2)C3OC(C(O)C3O)CO)NCc4occc4
(2) InChI: InChI=1/C15H17N5O5/c21-5-9-11(22)12(23)15(25-9)20-7-19-10-13(17-6-18-14(10)20)16-4-8-2-1-3-24-8/h1-3,6-7,9,11-12,15,21-23H,4-5H2,(H,16,17,18)
(3) InChIKey: CAGLGYNQQSIUGX-UHFFFAOYAK
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