(2S,4aR,6S,7R,8R,8aR)-7-azido-6-(benzyloxy)-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-8-ol

• ChemBase ID: 161409
• Molecular Formular: C20H21N3O5
• Molecular Mass: 383.39784
• Monoisotopic Mass: 383.14812079
• SMILES: [C@@H]12[C@@H]([C@@H]([C@H](O[C@@H]1CO[C@@H](O2)c1ccccc1)OCc1ccccc1)N=[N+]=[N-])O
• Canonical SMILES: [N-]=[N+]=N[C@@H]1[C@@H](OCc2ccccc2)O[C@H]2[C@@H]([C@@H]1O)O[C@H](OC2)c1ccccc1
• InChI: InChI=1S/C20H21N3O5/c21-23-22-16-17(24)18-15(12-26-19(28-18)14-9-5-2-6-10-14)27-20(16)25-11-13-7-3-1-4-8-13/h1-10,15-20,24H,11-12H2/t15-,16-,17-,18+,19+,20+/m1/s1
• InChIKey: NVCZOIGEWFZURS-MUJBESKKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4aR,6S,7R,8R,8aR)-7-azido-6-(benzyloxy)-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-8-ol
• IUPAC Traditional name: (2S,4aR,6S,7R,8R,8aR)-7-azido-6-(benzyloxy)-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-8-ol
• Synonyms: Benzyl 2-Azido-2-deoxy-4,6-benzylidene-α-D-galactopyranoside

Database IDs

• PubChem SID: 162255544
• PubChem CID: 71313769

CALCULATED PROPERTIES

• Acid pKa: 12.774377
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 3.3064384
• LogD (pH = 7.4): 3.3064365
• Log P: 3.420484
• Molar Refractivity: 98.4633 cm^3
• Polarizability: 38.878864 Å^3
• Polar Surface Area: 86.58 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid