ethyl 5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylate

• ChemBase ID: 168560
• Molecular Formular: C14H22O4
• Molecular Mass: 254.32208
• Monoisotopic Mass: 254.15180918
• SMILES: C12C(CC(=CC1OC(CC)CC)C(=O)OCC)O2
• Canonical SMILES: CCOC(=O)C1=CC(C2C(C1)O2)OC(CC)CC
• InChI: InChI=1S/C14H22O4/c1-4-10(5-2)17-11-7-9(14(15)16-6-3)8-12-13(11)18-12/h7,10-13H,4-6,8H2,1-3H3
• InChIKey: XZXCGRFGEVXWIT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylate
• IUPAC Traditional name: ethyl 5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylate
• Synonyms: (1S,5R,6S)-5-(1-Ethylpropoxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic Acid Ethyl Ester; Ethyl (3R,4S,5S)-4,5-Epoxy-3-(1-ethylpropoxy)cyclohex-1-ene-1-carboxylate

Database IDs

• CAS Number: 204254-96-6
• PubChem SID: 162262692
• PubChem CID: 23565522

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.7192192
• LogD (pH = 7.4): 2.7192192
• Log P: 2.7192192
• Molar Refractivity: 67.9345 cm^3
• Polarizability: 26.98499 Å^3
• Polar Surface Area: 44.76 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 56-57°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - E917820

An intermediate of Oseltamivir.

REFERENCES

• Clark, C., et al.: J. Med. Chem., 31, 831 (1988)