ethyl (1S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline-2-carboxylate

• ChemBase ID: 168064
• Molecular Formular: C18H19NO2
• Molecular Mass: 281.34896
• Monoisotopic Mass: 281.14157885
• SMILES: c1ccc2c(c1)[C@@H](N(CC2)C(=O)OCC)c1ccccc1
• Canonical SMILES: CCOC(=O)N1CCc2c([C@@H]1c1ccccc1)cccc2
• InChI: InChI=1S/C18H19NO2/c1-2-21-18(20)19-13-12-14-8-6-7-11-16(14)17(19)15-9-4-3-5-10-15/h3-11,17H,2,12-13H2,1H3/t17-/m0/s1
• InChIKey: DKKVDRQVNMALLN-KRWDZBQOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (1S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline-2-carboxylate
• IUPAC Traditional name: ethyl (1S)-1-phenyl-3,4-dihydro-1H-isoquinoline-2-carboxylate
• Synonyms: (1S)-3,4-Dihydro-1-phenyl-2(1H)-isoquinolinecarboxylic Acid Ethyl Ester; Ethyl (S)-1-Phenyl-1,2,3,4-tetrahydroisoquinoline-2-carboxylate; Ethyl (S)-1-Phenyl-1,2,3,4-tetrahydro-2-isoquinolinecarboxylate

Database IDs

• CAS Number: 180468-42-2
• PubChem SID: 162262196
• PubChem CID: 25178885

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.9417646
• LogD (pH = 7.4): 3.9417646
• Log P: 3.9417646
• Molar Refractivity: 82.8365 cm^3
• Polarizability: 32.14167 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E679700

Solifenacin (S676700) intermediate.

REFERENCES

• Ryo, N., et al.: J. Med. Chem., 48, 6597 (2005)