beta-D-Ribofuranose,1-acetate 2,3,5-tribenzoate

The 1-O-Acetyl-2,3,5-tri-O-benzoyl-beta-D-ribofuranose, with the CAS registry number 6974-32-9, is also known as beta-D-Ribofuranose, 1-acetate 2,3,5-tribenzoate. It belongs to the product categories of Pharmaceutical Intermediates; Sugars, Carbohydrates & Glucosides; Chiral; Carbohydrates; (intermediate of clofarabine); Biochemistry; Nucleosides, Nucleotides & Related Reagents; O-Substituted Sugars; Ribose; Riboses and 2'-Deoxyriboses; Sugars; Nucleic acids; Carbohydrates & Derivatives. Its EINECS registry number is 230-220-4. This chemical's molecular formula is C₂₈H₂₄O₉ and molecular weight is 504.48. Its IUPAC name is called [(2R,3R,4R,5S)-5-acetyloxy-3,4-dibenzoyloxyoxolan-2-yl]methyl benzoate. This chemical can be used as pharmaceutical intermediates.

Physical properties of 1-O-Acetyl-2,3,5-tri-O-benzoyl-beta-D-ribofuranose: (1)ACD/LogP: 3.18; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 3.18; (4)ACD/LogD (pH 7.4): 3.18; (5)ACD/BCF (pH 5.5): 154.86; (6)ACD/BCF (pH 7.4): 154.86; (7)ACD/KOC (pH 5.5): 1285.78; (8)ACD/KOC (pH 7.4): 1285.78; (9)#H bond acceptors: 9; (10)#Freely Rotating Bonds: 12; (11)Index of Refraction: 1.61; (12)Molar Refractivity: 129.52 cm³; (13)Molar Volume: 373.4 cm³; (14)Surface Tension: 59.4 dyne/cm; (15)Density: 1.35 g/cm³; (16)Flash Point: 264.3 °C; (17)Enthalpy of Vaporization: 92.02 kJ/mol; (18)Boiling Point: 621 °C at 760 mmHg; (19)Vapour Pressure: 2.41E-15 mmHg at 25°C.

Preparation: this chemical can be prepared by acetic acid anhydride and methyl 2,3,5-tri-O-benzoyl-a-L-arabinofuranoside. This reaction will need reagent H₂SO₄ conc. and solvent acetic acid. The reaction time is 4 hours. The yield is about 95%.

Uses of 1-O-Acetyl-2,3,5-tri-O-benzoyl-beta-D-ribofuranose: it can be used to produce 5-methyl-1-(tri-O-benzoyl-a-L-arabinofuranosyl)-1H-pyrimidine-2,4-dione by heating. This reaction will need reagent Me₃SiNHSiMe₃, Me₃SiCl, SnCl₄ and solvent acetonitrile with reaction time of 1 hour. The yield is about 60%.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O[C@@H]3O[C@@H]([C@@H](OC(=O)c1ccccc1)[C@H]3OC(=O)c2ccccc2)COC(=O)c4ccccc4)C
(2)InChI: InChI=1/C28H24O9/c1-18(29)34-28-24(37-27(32)21-15-9-4-10-16-21)23(36-26(31)20-13-7-3-8-14-20)22(35-28)17-33-25(30)19-11-5-2-6-12-19/h2-16,22-24,28H,17H2,1H3/t22-,23-,24-,28-/m1/s1
(3)InChIKey: GCZABPLTDYVJMP-CBUXHAPBBG