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| CAS No.: | 13035-61-5 |
|---|---|
| Name: | beta-D-Ribofuranose 1,2,3,5-tetraacetate |
| Molecular Structure: | |
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| 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 |
| Conditions | Yield |
|---|---|
| Stage #1: acetic anhydride; G at 136℃; for 1h; Stage #2: With trifluoroacetic acid at 60 - 100℃; | A 96% B 86% |
acetic anhydride
1,2,3,5-tetraacetylribose
| Conditions | Yield |
|---|---|
| With pyridine for 24h; | 95% |
| With sodium acetate for 5h; Reflux; |
| Conditions | Yield |
|---|---|
| With aluminum (III) chloride In methanol at 60℃; for 2h; Solvent; Temperature; | 95% |
(2R,3R,4R,5R)-4-(acetyloxty)-2-[(acetyloxy)methyl]-5-(1H-1,2,3-benzotriazol-1-yl)tetrahydro-3-furanyl acetate
A
1,2,3-Benzotriazole
B
1,2,3,5-tetraacetylribose
| Conditions | Yield |
|---|---|
| With acetic anhydride; trifluoroacetic acid at 95℃; | A n/a B 94.3% |
1,2,3,5-tetra-O-acetyl-D-ribofuranose
A
1,2,3-tri-O-acetyl-α-D-ribofuranoside
B
1,2,3,5-tetraacetylribose
| Conditions | Yield |
|---|---|
| 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 |
| Conditions | Yield |
|---|---|
| Stage #1: acetic anhydride; Inosine at 136℃; Stage #2: With trifluoroacetic acid at 60 - 100℃; | A n/a B 90% |
2-(acetoxymethoxy)-1,3-propanediyl diacetate
A
7-(1,3-diacetoxy-2-propoxymethyl)-N2-acetylguanine
B
9-(1,3-diacetoxy-2-propoxymethyl)-N2-acetylguanine
C
1,2,3,5-tetraacetylribose
| Conditions | Yield |
|---|---|
| With toluene-4-sulfonic acid In chlorobenzene for 2h; Heating; | A 38% B 53% C 85% |
acetic anhydride
adenosine
A
9-acetyl-6-acetylamino-9H-purine
B
1,2,3,5-tetraacetylribose
| Conditions | Yield |
|---|---|
| Stage #1: acetic anhydride; adenosine at 136℃; Stage #2: With trifluoroacetic acid at 60 - 100℃; | A n/a B 84% |
methyl 2,3,5-tri-O-acetyl-D-ribofuranoside
acetic anhydride
A
1,2,3,5-tetraacetylribose
B
tetra-O-acetyl-D-ribofuranose
| Conditions | Yield |
|---|---|
| With sulfuric acid In acetic acid | A 45% B n/a |
2,3,5-tri-O-acetyl-1-O-methyl-β-D-ribofuranose
acetic anhydride
1,2,3,5-tetraacetylribose
| Conditions | Yield |
|---|---|
| With sulfuric acid; acetic acid at 20℃; for 3h; | 43% |
| With sulfuric acid; acetic acid | 43% |
| With sulfuric acid; acetic acid |
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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
