(4aR,6R,7R,8R,8aR)-7-acetamido-6-(4-nitrophenoxy)-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-8-yl benzoate

• ChemBase ID: 175217
• Molecular Formular: C28H26N2O9
• Molecular Mass: 534.51404
• Monoisotopic Mass: 534.16383042
• SMILES: [C@@H]12[C@@H]([C@@H]([C@H](O[C@@H]1COC(O2)c1ccccc1)Oc1ccc(cc1)[N+](=O)[O-])NC(=O)C)OC(=O)c1ccccc1
• Canonical SMILES: CC(=O)N[C@@H]1[C@H](O[C@H]2[C@@H]([C@@H]1OC(=O)c1ccccc1)OC(OC2)c1ccccc1)Oc1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C28H26N2O9/c1-17(31)29-23-25(38-26(32)18-8-4-2-5-9-18)24-22(16-35-27(39-24)19-10-6-3-7-11-19)37-28(23)36-21-14-12-20(13-15-21)30(33)34/h2-15,22-25,27-28H,16H2,1H3,(H,29,31)/t22-,23-,24+,25-,27?,28+/m1/s1
• InChIKey: WQXXCAZPTAQWMO-SRMQOGAMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4aR,6R,7R,8R,8aR)-7-acetamido-6-(4-nitrophenoxy)-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-8-yl benzoate
• IUPAC Traditional name: (4aR,6R,7R,8R,8aR)-7-acetamido-6-(4-nitrophenoxy)-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-8-yl benzoate
• Synonyms: 4-Nitrophenyl 2-(Acetylamino)-2-deoxy-4,6-O-(phenylmethylene)-α-D-Glucopyranoside 3-Benzoate; 4-Nitrophenyl 2-Acetamido-2-deoxy-4,6-O-benzylidene-α-D-galactopyranoside 3-Benzoate

Database IDs

• CAS Number: 58707-22-5
• PubChem SID: 164231127
• PubChem CID: 71751052

CALCULATED PROPERTIES

• Acid pKa: 11.829312
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): 4.71394
• LogD (pH = 7.4): 4.7139263
• Log P: 4.7139406
• Molar Refractivity: 135.3149 cm^3
• Polarizability: 53.119812 Å^3
• Polar Surface Area: 138.14 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: White Solid

DETAILS

Toronto Research Chemicals - N494030

4-Nitrophenyl 2-Acetamido-2-deoxy-4,6-O-benzylidene-α-D-galactopyranoside 3-Benzoate is used in the synthesis of the o- and p-nitrophenyl-2-acetamido-2-deoxy-α-D-galactopyranoside.

REFERENCES

• Petitou, M., et al.: Carbohydrate Res., 42, 180 (1975)