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13035-61-5

Basic Information
CAS No.: 13035-61-5
Name: beta-D-Ribofuranose 1,2,3,5-tetraacetate
Article Data: 54
Molecular Structure:
Molecular Structure of 13035-61-5 (beta-D-Ribofuranose 1,2,3,5-tetraacetate)
Formula: C13H18O9
Molecular Weight: 318.281
Synonyms: Ribofuranose,tetraacetate, β-D- (8CI);β-D-Ribofuranose, tetraacetate (9CI);1,2,3,5-Tetra-O-acetyl-β-D-ribofuranose;1,2,3,5-Tetra-O-acetyl-β-D-ribose;1,2,3,5-Tetraacetyl-β-D-ribofuranose;1β-D-Tetraacetylribose;NSC 18738;Tetra-O-acetyl-β-D-ribofuranose;Tetraacetyl-β-D-ribofuranose;Tetraacetylribofuranose;
EINECS: 235-898-5
Density: 1.29 g/cm3
Melting Point: 81-83 °C(lit.)
Boiling Point: 385.6 °C at 760 mmHg
Flash Point: 168.5 °C
Appearance: white to almost white crystalline powder
Hazard Symbols: Xi
Risk Codes: 36/37/38
Safety: 22-24/25
PSA: 114.43000
LogP: -0.29910
Synthetic route
108-24-7

acetic anhydride

A

3056-33-5

2,9-diacetylguanine

B

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%
103-84-4

Acetanilid

58-63-9

inosine

13035-61-5

1,2,3,5-tetraacetylribose

Conditions
ConditionsYield
With aluminum (III) chloride In methanol at 60℃; for 2h; Solvent; Temperature;95%
54548-46-8

(2R,3R,4R,5R)-4-(acetyloxty)-2-[(acetyloxy)methyl]-5-(1H-1,2,3-benzotriazol-1-yl)tetrahydro-3-furanyl acetate

A

95-14-7

1,2,3-Benzotriazole

B

13035-61-5

1,2,3,5-tetraacetylribose

Conditions
ConditionsYield
With acetic anhydride; trifluoroacetic acid at 95℃;A n/a
B 94.3%
28708-32-9

1,2,3,5-tetra-O-acetyl-D-ribofuranose

A

119240-35-6

1,2,3-tri-O-acetyl-α-D-ribofuranoside

B

13035-61-5

1,2,3,5-tetraacetylribose

Conditions
ConditionsYield
With Lipozyme TL IM In di-isopropyl ether; butan-1-ol at 40 - 42℃; for 12h; Enzymatic reaction; regioselective reaction;A 92%
B n/a
108-24-7

acetic anhydride

58-63-9

Inosine

A

408531-05-5

C7H6N4O2

B

13035-61-5

1,2,3,5-tetraacetylribose

Conditions
ConditionsYield
Stage #1: acetic anhydride; Inosine at 136℃;
Stage #2: With trifluoroacetic acid at 60 - 100℃;
A n/a
B 90%
86357-13-3

2-(acetoxymethoxy)-1,3-propanediyl diacetate

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

A

86357-17-7

7-(1,3-diacetoxy-2-propoxymethyl)-N2-acetylguanine

B

86357-14-4

9-(1,3-diacetoxy-2-propoxymethyl)-N2-acetylguanine

C

13035-61-5

1,2,3,5-tetraacetylribose

Conditions
ConditionsYield
With toluene-4-sulfonic acid In chlorobenzene for 2h; Heating;A 38%
B 53%
C 85%
108-24-7

acetic anhydride

58-61-7

adenosine

A

10527-91-0

9-acetyl-6-acetylamino-9H-purine

B

13035-61-5

1,2,3,5-tetraacetylribose

Conditions
ConditionsYield
Stage #1: acetic anhydride; adenosine at 136℃;
Stage #2: With trifluoroacetic acid at 60 - 100℃;
A n/a
B 84%
52554-28-6

methyl 2,3,5-tri-O-acetyl-D-ribofuranoside

108-24-7

acetic anhydride

A

13035-61-5

1,2,3,5-tetraacetylribose

B

50730-26-2

tetra-O-acetyl-D-ribofuranose

Conditions
ConditionsYield
With sulfuric acid In acetic acidA 45%
B n/a
37077-80-8

2,3,5-tri-O-acetyl-1-O-methyl-β-D-ribofuranose

108-24-7

acetic anhydride

13035-61-5

1,2,3,5-tetraacetylribose

Conditions
ConditionsYield
With sulfuric acid; acetic acid at 20℃; for 3h;43%
With sulfuric acid; acetic acid43%
With sulfuric acid; acetic acid
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Specification

The beta-D-Ribofuranose1,2,3,5-tetraacetate, with the CAS registry number 13035-61-5 and EINECS registry number 235-898-5, has the systematic name of 1,2,3,5-tetra-O-acetyl-β-L-ribofuranose. It is a kind of white to almost white crystalline powder, and belongs to the following product categories: Pharmaceutical Intermediates; Sugars, Carbohydrates & Glucosides; Biochemistry; Nucleosides, Nucleotides & Related Reagents; O-Substituted Sugars; Ribose; Riboses and 2'-Deoxyriboses; Sugars; Nucleic acids. And the molecular formula of the chemical is C13H18O9. Besides, it is always used as intermediates of ribavirin.

The physical properties of beta-D-Ribofuranose1,2,3,5-tetraacetate are as followings: (1)ACD/LogP: 0.82; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 9; (4)#H bond donors: 0; (5)#Freely Rotating Bonds: 9; (6)Polar Surface Area: 114.43 Å2; (7)Index of Refraction: 1.475; (8)Molar Refractivity: 69.27 cm3; (9)Molar Volume: 245.8 cm3; (10)Polarizability: 27.46×10-24cm3; (11)Surface Tension: 44.5 dyne/cm; (12)Density: 1.29 g/cm3; (13)Flash Point: 168.5 °C; (14)Enthalpy of Vaporization: 63.45 kJ/mol; (15)Boiling Point: 385.6 °C at 760 mmHg; (16)Vapour Pressure: 3.76E-06 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 then try to avoid contacting with skin and eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O[C@H]1O[C@H]([C@H](OC(=O)C)[C@@H]1OC(=O)C)COC(=O)C)C
(2)InChI: InChI=1/C13H18O9/c1-6(14)18-5-10-11(19-7(2)15)12(20-8(3)16)13(22-10)21-9(4)17/h10-13H,5H2,1-4H3/t10-,11-,12-,13-/m0/s1
(3)InChIKey: IHNHAHWGVLXCCI-CYDGBPFRBE