ethyl (1S,6S)-5-(pentan-3-yloxy)-7-azabicyclo[4.1.0]hept-3-ene-3-carboxylate

• ChemBase ID: 168723
• Molecular Formular: C14H23NO3
• Molecular Mass: 253.33732
• Monoisotopic Mass: 253.1677936
• SMILES: [C@H]12[C@@H](CC(=CC1OC(CC)CC)C(=O)OCC)N2
• Canonical SMILES: CCOC(=O)C1=CC([C@@H]2[C@@H](C1)N2)OC(CC)CC
• InChI: InChI=1S/C14H23NO3/c1-4-10(5-2)18-12-8-9(14(16)17-6-3)7-11-13(12)15-11/h8,10-13,15H,4-7H2,1-3H3/t11-,12?,13-/m0/s1
• InChIKey: HPKPKUHYXGQYRO-RXTYADHFSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 204255-02-7
• PubChem SID: 162262855
• PubChem CID: 71316659

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.6430507
• LogD (pH = 7.4): 2.3765652
• Log P: 2.401791
• Molar Refractivity: 69.6154 cm^3
• Polarizability: 27.80298 Å^3
• Polar Surface Area: 47.56 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - E925510

Intermediate in the production of Oseltamivir.

REFERENCES

• Enserink, M., et al.: Science, 312, 382 (2006)