1-[(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-[(acetyloxy)methyl]oxolan-2-yl]-3-(ethoxycarbonyl)-1λ5-pyridin-1-ylium trifluoromethanesulfonate

• ChemBase ID: 168241
• Molecular Formular: C20H24F3NO12S
• Molecular Mass: 559.4642696
• Monoisotopic Mass: 559.09713087
• SMILES: [C@@H]1([C@H]([C@@H](O[C@@H]1COC(=O)C)[n+]1cc(ccc1)C(=O)OCC)OC(=O)C)OC(=O)C.C(F)(F)(F)S(=O)(=O)[O-]
• Canonical SMILES: FC(S(=O)(=O)[O-])(F)F.CCOC(=O)c1ccc[n+](c1)[C@@H]1O[C@@H]([C@H]([C@H]1OC(=O)C)OC(=O)C)COC(=O)C
• InChI: InChI=1S/C19H24NO9.CHF3O3S/c1-5-25-19(24)14-7-6-8-20(9-14)18-17(28-13(4)23)16(27-12(3)22)15(29-18)10-26-11(2)21;2-1(3,4)8(5,6)7/h6-9,15-18H,5,10H2,1-4H3;(H,5,6,7)/q+1;/p-1/t15-,16-,17-,18-;/m1./s1
• InChIKey: NBGMPVWBWQHMLI-URRBJENISA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-[(acetyloxy)methyl]oxolan-2-yl]-3-(ethoxycarbonyl)-1λ^5-pyridin-1-ylium trifluoromethanesulfonate
• IUPAC Traditional name: 1-[(2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-[(acetyloxy)methyl]oxolan-2-yl]-3-(ethoxycarbonyl)-1λ^5-pyridin-1-ylium triflate
• Synonyms: 3-(Ethoxycarbonyl)-1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-pyridinium Triflate

Database IDs

• CAS Number: 936945-09-4
• PubChem SID: 162262373
• PubChem CID: 71316468

CALCULATED PROPERTIES

• Acid pKa: 15.052959
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): -3.287761
• LogD (pH = 7.4): -3.287761
• Log P: -3.287761
• Molar Refractivity: 95.9845 cm^3
• Polarizability: 38.66907 Å^3
• Polar Surface Area: 118.31 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Light Yellow Liquid

DETAILS

Toronto Research Chemicals - E890590

Used in the synthesis of Nicotinamide Ribose (N407770) and its derivatives.