(2S,3R,4R,5R)-3,4,5-tris(acetyloxy)oxan-2-yl acetate

• ChemBase ID: 138929
• Molecular Formular: C13H18O9
• Molecular Mass: 318.27662
• Monoisotopic Mass: 318.09508216
• SMILES: CC(=O)O[C@@H]1CO[C@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)O[C@@H]1CO[C@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C13H18O9/c1-6(14)19-10-5-18-13(22-9(4)17)12(21-8(3)16)11(10)20-7(2)15/h10-13H,5H2,1-4H3/t10-,11-,12-,13+/m1/s1
• InChIKey: MJOQJPYNENPSSS-LPWJVIDDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4R,5R)-3,4,5-tris(acetyloxy)oxan-2-yl acetate
• IUPAC Traditional name: (2S,3R,4R,5R)-3,4,5-tris(acetyloxy)oxan-2-yl acetate
• Synonyms: 1,2,3,4-Tetra-O-acetyl-β-D-ribopyranose; β-D-Ribopyranose 1,2,3,4-tetraacetate; 1,2,3,4-四-O-乙酰基-β-D-吡喃核糖; 四-O-乙酰基-β-D-吡喃核糖

Database IDs

• CAS Number: 4049-34-7
• EC Number: 223-750-2
• MDL Number: MFCD00006596
• PubChem SID: 162233180; 24888368
• PubChem CID: 97336

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): -0.5377026
• LogD (pH = 7.4): -0.5377026
• Log P: -0.5377026
• Molar Refractivity: 66.5669 cm^3
• Polarizability: 28.05088 Å^3
• Polar Surface Area: 114.43 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 110-112 °C(lit.)
• Optical Rotation: [α]22/D -55.4°, c = 3 in methanol

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 99%
• Empirical Formula (Hill Notation): C13H18O9

DETAILS

Sigma Aldrich - 855030

Application
Intermediate in the preparation of nucleosides.