(2S)-2-[(naphthalen-1-yloxy)methyl]oxirane

• ChemBase ID: 174857
• Molecular Formular: C13H12O2
• Molecular Mass: 200.23318
• Monoisotopic Mass: 200.08372962
• SMILES: c1ccc2c(c1)c(ccc2)OC[C@@H]1CO1
• Canonical SMILES: c1ccc2c(c1)c(OC[C@@H]1CO1)ccc2
• InChI: InChI=1S/C13H12O2/c1-2-6-12-10(4-1)5-3-7-13(12)15-9-11-8-14-11/h1-7,11H,8-9H2/t11-/m0/s1
• InChIKey: QYYCPWLLBSSFBW-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(naphthalen-1-yloxy)methyl]oxirane
• IUPAC Traditional name: (2S)-2-[(naphthalen-1-yloxy)methyl]oxirane
• Synonyms: (2S)-2-[(1-Naphthalenyloxy)methyl]oxirane; (S)-1-(1-Naphthyloxy)-2,3-epoxypropane; S-Glycidyl 1-Naphthyl Ether; (S)-(+)-3-(1’-Naphthyloxy)-1,2-epoxypropane; S-(+)-α-Naphthyl Glycidyl Ether

Database IDs

• CAS Number: 61249-00-1
• PubChem SID: 164230767
• PubChem CID: 148933

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.646318
• LogD (pH = 7.4): 2.646318
• Log P: 2.646318
• Molar Refractivity: 57.7161 cm^3
• Polarizability: 24.041533 Å^3
• Polar Surface Area: 21.76 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Colorless Oil

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - N378395

Used in the preparation of Naftopidil (N213500) enantiomers.

REFERENCES

• Erhard, P., et al.: J. Med. Chem., 25, 1402 (1982)
• Campbell, L., et al.: BioMed. Chem. Lett., 4, 2627 (1982)