7-{[(2S,4aR,6R,7R,8R,8aR)-7-azido-8-hydroxy-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-6-yl]oxy}-4-methyl-2H-chromen-2-one

• ChemBase ID: 174486
• Molecular Formular: C23H21N3O7
• Molecular Mass: 451.42874
• Monoisotopic Mass: 451.13795003
• SMILES: O[C@H]1[C@@H]2[C@H](O[C@@H]([C@H]1N=[N+]=[N-])Oc1ccc3c(c1)oc(=O)cc3C)CO[C@@H](O2)c1ccccc1
• Canonical SMILES: [N-]=[N+]=N[C@@H]1[C@H](O[C@H]2[C@@H]([C@@H]1O)O[C@H](OC2)c1ccccc1)Oc1ccc2c(c1)oc(=O)cc2C
• InChI: InChI=1S/C23H21N3O7/c1-12-9-18(27)31-16-10-14(7-8-15(12)16)30-23-19(25-26-24)20(28)21-17(32-23)11-29-22(33-21)13-5-3-2-4-6-13/h2-10,17,19-23,28H,11H2,1H3/t17-,19-,20-,21+,22+,23+/m1/s1
• InChIKey: MYWUUBHOPGUEKN-IYGHGDFISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-{[(2S,4aR,6R,7R,8R,8aR)-7-azido-8-hydroxy-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-6-yl]oxy}-4-methyl-2H-chromen-2-one
• IUPAC Traditional name: 7-{[(2S,4aR,6R,7R,8R,8aR)-7-azido-8-hydroxy-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-6-yl]oxy}-4-methylchromen-2-one
• Synonyms: 7-[[2-Azido-2-deoxy-4,6-O-[phenylmethylene]-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-galactopyranosyl]oxy]-4-methyl-2H-1-Benzopyran-2-one; 4-Methylumbelliferyl 2-Azido-2-deoxy-4,6-O-phenylmethylene-α-D-galactopyranoside

Database IDs

• CAS Number: 1147438-59-2
• PubChem SID: 164230396
• PubChem CID: 71750672

CALCULATED PROPERTIES

• Acid pKa: 12.69274
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): 3.3824987
• LogD (pH = 7.4): 3.3824966
• Log P: 3.4965446
• Molar Refractivity: 113.132 cm^3
• Polarizability: 44.291798 Å^3
• Polar Surface Area: 112.88 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate
• Apperance: Colorless Solid

DETAILS

Toronto Research Chemicals - M333625

Can be used in the synthesis of 4-Methylumbelliferyl α-T-antigen.

REFERENCES

• Chang, S. et. al.: Carbohyd. Res. 344, 432 (2009)