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| CAS No.: | 7387-57-7 |
|---|---|
| Name: | 2',3',5'-Tri-O-acetyl-D-adenosine |
| Article Data: | 42 |
| Molecular Structure: | |
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|
|
| Formula: | C16H19N5O7 |
| Molecular Weight: | 393.356 |
| Synonyms: | 2',3',5'-Tri-O-acetyladenosine;NSC 76766;Tri-O-acetyladenosine; |
| Density: | 1.62 g/cm3 |
| Melting Point: | 168-170°C |
| Boiling Point: | 594.1 °C at 760 mmHg |
| Flash Point: | 313.1 °C |
| Appearance: | White Solid |
| Safety: | 24/25 |
| PSA: | 157.75000 |
| LogP: | 0.31360 |
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| Conditions | Yield |
|---|---|
| With pyridine for 6h; Ambient temperature; | 96% |
| With dmap; triethylamine In acetonitrile at 20℃; for 24h; | 96% |
| With pyridine Acetylation; | 95% |
| Conditions | Yield |
|---|---|
| With sodium hydroxide In water at 20℃; for 4h; pH=8; | 74% |
| Conditions | Yield |
|---|---|
| With ammonia; oxygen; ozone In dichloromethane at 0℃; for 0.0833333h; | 95% |
| With ammonia; 3,3-dimethyldioxirane In methanol; acetone at 25℃; for 4h; |
| Conditions | Yield |
|---|---|
| With ammonia; 3,3-dimethyldioxirane In dichloromethane; acetone at 25℃; | 95% |
- 88091-72-9
2',3',5'-tri-O-acetyl-N6-p-nitrophenylethoxycarbonyl adenosine
- 7387-57-7
triacetyladenosine
| Conditions | Yield |
|---|---|
| With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile for 18h; Ambient temperature; | 92% |
| With 2,6-dichloro-benzonitrile; 1,8-diazabicyclo[5.4.0]undec-7-ene In pyridine |
- 108-24-7
acetic anhydride
- 58-61-7
adenosine
A
- 7387-58-8, 80007-24-5
6-N-2',3',5'-tri-O-tetraacetyladenosine
B
- 7387-57-7
triacetyladenosine
| Conditions | Yield |
|---|---|
| With dmap In pyridine at 20℃; for 24h; Cooling with ice; | A n/a B 50% |
| With pyridine at 20℃; Title compound not separated from byproducts; |
- 7387-57-7
triacetyladenosine
| Conditions | Yield |
|---|---|
| With ammonia; 3,3-dimethyldioxirane In dichloromethane; acetone at 25℃; | 53% |
- 31199-61-8
(2R,3R,4R,5R)-2-(acetoxymethyl)-5-(6-(dimethylamino)-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate
A
- 56787-20-3
2',3',5'-tri-O-acetyl-N6-methyl-adenosine
B
- 7387-57-7
triacetyladenosine
| Conditions | Yield |
|---|---|
| With potassium permanganate In water; acetic acid at 40℃; for 1h; | A 32.3% B 48.1% |
- 863591-77-9
6-pivaloylamino-9-[(2,3,5-tri-O-acetyl)-β-D-ribofuranosyl]purine
- 7387-57-7
triacetyladenosine
| Conditions | Yield |
|---|---|
| In methanol at 105℃; for 3h; | 70% |
- 71118-19-9
Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-[6-(acetyl-ethyl-amino)-purin-9-yl]-tetrahydro-furan-3-yl ester
- 7387-57-7
triacetyladenosine
| Conditions | Yield |
|---|---|
| With potassium permanganate In water; acetic acid for 0.5h; Ambient temperature; | 83.2% |
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Specification
The 2',3',5'-Tri-O-acetyl-D-adenosine ,its cas register number is 7387-57-7.It also can be called as Adenosine,2',3',5'-triacetate and the IUPAC name about this chemicals is [3,4-Diacetyloxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methyl acetate .WGK Germany about this chemical is 3. If you want to store it, the temperature must below −20°C. It is a white solid. It belongs to the following product categories, such as Bases & Related Reagents, Nucleotides, Biochemicals and Reagents, Nucleoside Analogs, Nucleosides, Nucleotides, Oligonucleotides and so on.
Following are the chemical properties about 2',3',5'-Tri-O-acetyl-D-adenosine :(1)#H bond acceptors: 12 ; (2)#H bond donors: 2 ; (3)#Freely Rotating Bonds: 8 ; (4)Polar Surface Area: 134.97Å2 ; (5)Index of Refraction: 1.679 ; (6)Molar Refractivity: 91.22 cm3 ; (7)Molar Volume: 241.4 cm3 ; (8)Polarizability: 36.16x10-24cm3 ; (9)Surface Tension: 62.7 dyne/cm ; (10)Enthalpy of Vaporization: 88.56 kJ/mol ; (11)Vapour Pressure: 4.41E-14 mmHg at 25°C
This chemical can be described computed from structure:
(1)Canonical SMILES: CC(=O)OCC1C(C(C(O1)N2C=NC3=C2N=CN=C3N)OC(=O)C)OC(=O)C
(2)InChI: InChI=1S/C16H19N5O7/c1-7(22)25-4-10-12(26-8(2)23)13(27-9(3)24)16(28-10)21-6-20-11-14(17)18-5-19-15(11)21/h5-6,10,12-13,16H,4H2,1-3H3,(H2,17,18,19)
(3)InChIKey: GCVZNVTXNUTBFB-UHFFFAOYSA-N