(1R,2S)-10-phenyl-3,6,9,11-tetraoxatricyclo[5.4.0.02,4]undecane

• ChemBase ID: 166848
• Molecular Formular: C13H14O4
• Molecular Mass: 234.24786
• Monoisotopic Mass: 234.08920893
• SMILES: [C@H]12[C@@H]3C(COC1COC(O2)c1ccccc1)O3
• Canonical SMILES: c1ccc(cc1)C1OCC2[C@@H](O1)[C@H]1OC1CO2
• InChI: InChI=1S/C13H14O4/c1-2-4-8(5-3-1)13-15-6-9-11(17-13)12-10(16-12)7-14-9/h1-5,9-13H,6-7H2/t9?,10?,11-,12+,13?/m1/s1
• InChIKey: BYKNJRIVJRIKQC-DNHRMUNASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S)-10-phenyl-3,6,9,11-tetraoxatricyclo[5.4.0.0^2,^4]undecane
• IUPAC Traditional name: (1R,2S)-10-phenyl-3,6,9,11-tetraoxatricyclo[5.4.0.0^2,^4]undecane
• Synonyms: 1,5:2,3-Dianhydro-4,6-O-(phenylmethylene)-D-allitol; 1,5:2,3-Dianhydro-4,6-O-benzylidene-D-allitol

Database IDs

• CAS Number: 109428-30-0
• PubChem SID: 162260981
• PubChem CID: 45038940

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.7584676
• LogD (pH = 7.4): 1.7584676
• Log P: 1.7584676
• Molar Refractivity: 58.267 cm^3
• Polarizability: 23.823301 Å^3
• Polar Surface Area: 36.92 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D416868

Useful for synthesis of protected D-Altritol nucleosides as building blocks for oligonucleotide.

REFERENCES

• Verheggen, I., et al.: J. Med. Chem., 36, 2033 (1993)