ethyl 2-(benzyloxy)propanoate

• ChemBase ID: 168426
• Molecular Formular: C12H16O3
• Molecular Mass: 208.25364
• Monoisotopic Mass: 208.10994437
• SMILES: C(=O)(C(OCc1ccccc1)C)OCC
• Canonical SMILES: CCOC(=O)C(OCc1ccccc1)C
• InChI: InChI=1S/C12H16O3/c1-3-14-12(13)10(2)15-9-11-7-5-4-6-8-11/h4-8,10H,3,9H2,1-2H3
• InChIKey: YECFQHZUGDYXTN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 2-(benzyloxy)propanoate
• IUPAC Traditional name: ethyl 2-(benzyloxy)propanoate
• Synonyms: 2-(Phenylmethoxy)propanoic Acid Ethyl Ester; Ethyl 2-(Benzyloxy)propanoate; 2-Benzyloxypropionic Acid Ethyl Ester; rac Ethyl 2-(Benzyloxy)propionate

Database IDs

• CAS Number: 2040-44-0
• PubChem SID: 162262558
• PubChem CID: 561970

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.398472
• LogD (pH = 7.4): 2.398472
• Log P: 2.398472
• Molar Refractivity: 57.7213 cm^3
• Polarizability: 22.828405 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E900015

Used in the process for preparation of optically active 2-hydroxypropoxyaniline derivatives as intermediates for Levofloxacin via enzymic or microbial stereoselective hydrolysis of racemic lactic acid ester.

REFERENCES

• Ohmoto, K., et al.: J. Med. Chem., 44, 1268 (2001)