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Basic Information
CAS No.: 7387-57-7
Name: 2',3',5'-Tri-O-acetyl-D-adenosine
Article Data: 42
Molecular Structure:
Molecular Structure of 7387-57-7 (2',3',5'-Tri-O-acetyl-D-adenosine)
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
Synthetic route
108-24-7

acetic anhydride

58-61-7

adenosine

7387-57-7

triacetyladenosine

Conditions
ConditionsYield
With pyridine for 6h; Ambient temperature;96%
With dmap; triethylamine In acetonitrile at 20℃; for 24h;96%
With pyridine Acetylation;95%

58-61-7

adenosine

7387-57-7

triacetyladenosine

Conditions
ConditionsYield
With sodium hydroxide In water at 20℃; for 4h; pH=8;74%
3021-21-4

9-β-D-ribofuranosyl-6-thio-9H-purine 2',3',5'-triacetate

7387-57-7

triacetyladenosine

Conditions
ConditionsYield
With ammonia; oxygen; ozone In dichloromethane at 0℃; for 0.0833333h;95%
With ammonia; 3,3-dimethyldioxirane In methanol; acetone at 25℃; for 4h;
3021-21-4

6-thio-9-(2',3',5'-tri-O-acetyl-β-D-ribosyl)purine

7387-57-7

triacetyladenosine

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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;

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

7387-57-7

triacetyladenosine

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With potassium permanganate In water; acetic acid for 0.5h; Ambient temperature;83.2%
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    7387-57-7 CAS NO.7387-57-7

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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