(8aS)-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-7-yl 4-methylbenzoate

• ChemBase ID: 160644
• Molecular Formular: C21H22O5
• Molecular Mass: 354.39638
• Monoisotopic Mass: 354.1467238
• SMILES: [C@H]12CC(COC1COC(O2)c1ccccc1)OC(=O)c1ccc(cc1)C
• Canonical SMILES: Cc1ccc(cc1)C(=O)OC1COC2[C@H](C1)OC(OC2)c1ccccc1
• InChI: InChI=1S/C21H22O5/c1-14-7-9-15(10-8-14)20(22)25-17-11-18-19(23-12-17)13-24-21(26-18)16-5-3-2-4-6-16/h2-10,17-19,21H,11-13H2,1H3/t17?,18-,19?,21?/m0/s1
• InChIKey: CYNQIKSKCVESCU-PWWBFRNWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (8aS)-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-7-yl 4-methylbenzoate
• IUPAC Traditional name: (8aS)-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-7-yl 4-methylbenzoate
• Synonyms: 1,5-Anhydro-4,6-O-benzylidene-3-deoxy-2-O-p-toluoyl-D-glucitol

Database IDs

• PubChem SID: 162254779
• PubChem CID: 46780398

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 4.2957797
• LogD (pH = 7.4): 4.2957797
• Log P: 4.2957797
• Molar Refractivity: 95.5432 cm^3
• Polarizability: 37.772514 Å^3
• Polar Surface Area: 53.99 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White Solid
• Melting Point: 189-191°C

DETAILS

Toronto Research Chemicals - A637660

An useful synthetic intermediate in the preparation of sugar nucleotides.

REFERENCES

• Verheggen, I, et al.: J. Med. Chem., 36, 2033-2040 (1993)