ethyl 2-[(3aS,6S,7E,7aR)-6-methoxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyran-7-ylidene]acetate

• ChemBase ID: 173517
• Molecular Formular: C13H20O6
• Molecular Mass: 272.2943
• Monoisotopic Mass: 272.12598836
• SMILES: C1[C@H]2[C@@H](/C(=C\C(=O)OCC)/[C@H](O1)OC)OC(O2)(C)C
• Canonical SMILES: CCOC(=O)/C=C\1/[C@@H](OC)OC[C@H]2[C@@H]1OC(O2)(C)C
• InChI: InChI=1S/C13H20O6/c1-5-16-10(14)6-8-11-9(7-17-12(8)15-4)18-13(2,3)19-11/h6,9,11-12H,5,7H2,1-4H3/b8-6+/t9-,11+,12-/m0/s1
• InChIKey: GKCINDUQWLXVIH-JAFLYURXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 2-[(3aS,6S,7E,7aR)-6-methoxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyran-7-ylidene]acetate
• IUPAC Traditional name: ethyl 2-[(3aS,6S,7E,7aR)-6-methoxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ylidene]acetate
• Synonyms: Methyl (E)-2-Deoxy-2-(2-ethoxy-2-oxoethylidene)-3,4-O-(1-methylethylidene)-α-L-erythro-pentopyranoside; Methyl (2E)-2-Deoxy-2-(2-ethoxy-2-oxoethylidene)-3,4-O-isopropylidene-β-L-erythro-pentopyranoside

Database IDs

• PubChem SID: 164229427
• PubChem CID: 15379017

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 1.2197975
• LogD (pH = 7.4): 1.2197975
• Log P: 1.2197975
• Molar Refractivity: 66.717 cm^3
• Polarizability: 26.618326 Å^3
• Polar Surface Area: 63.22 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Colourless Oil

DETAILS

Toronto Research Chemicals - M296200

Patulin intermediate.

REFERENCES

• Rychlik, M., et al.: J. Agric. Food Chem., 46, 5163 (1998)