(2R,4aR,6S,7S,8R,8aR)-6-methoxy-2-phenyl-8-(prop-2-en-1-yloxy)-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-7-ol

• ChemBase ID: 173243
• Molecular Formular: C17H22O6
• Molecular Mass: 322.35298
• Monoisotopic Mass: 322.14163842
• SMILES: O[C@H]1[C@@H](OCC=C)[C@@H]2O[C@@H](OC[C@H]2O[C@@H]1OC)c1ccccc1
• Canonical SMILES: C=CCO[C@H]1[C@@H]2O[C@@H](OC[C@H]2O[C@@H]([C@H]1O)OC)c1ccccc1
• InChI: InChI=1S/C17H22O6/c1-3-9-20-15-13(18)17(19-2)22-12-10-21-16(23-14(12)15)11-7-5-4-6-8-11/h3-8,12-18H,1,9-10H2,2H3/t12-,13+,14-,15-,16-,17+/m1/s1
• InChIKey: ASPVDBYGHHICFR-GGGWTEGZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,4aR,6S,7S,8R,8aR)-6-methoxy-2-phenyl-8-(prop-2-en-1-yloxy)-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-7-ol
• IUPAC Traditional name: (2R,4aR,6S,7S,8R,8aR)-6-methoxy-2-phenyl-8-(prop-2-en-1-yloxy)-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-7-ol
• Synonyms: Methyl 4,6-O-(Phenylmethylene)-3-O-2-propen-1-yl-α-D-mannopyranoside; Methyl 3-O-Allyl-4,6-O-benzylidene-α-D-mannopyranoside

Database IDs

• CAS Number: 82228-10-2
• PubChem SID: 164229153
• PubChem CID: 71750175

CALCULATED PROPERTIES

• Acid pKa: 12.363808
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 2.250043
• LogD (pH = 7.4): 2.2500381
• Log P: 2.250043
• Molar Refractivity: 81.4721 cm^3
• Polarizability: 33.00377 Å^3
• Polar Surface Area: 66.38 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Colourless Syrup

DETAILS

Toronto Research Chemicals - M278050

A useful synthetic intermediate.