(1R,2S)-N,N-diethyl-2-(hydroxymethyl)-1-phenylcyclopropane-1-carboxamide

• ChemBase ID: 167349
• Molecular Formular: C15H21NO2
• Molecular Mass: 247.33274
• Monoisotopic Mass: 247.15722892
• SMILES: [C@]1(C[C@@H]1CO)(c1ccccc1)C(=O)N(CC)CC
• Canonical SMILES: OC[C@H]1C[C@@]1(c1ccccc1)C(=O)N(CC)CC
• InChI: InChI=1S/C15H21NO2/c1-3-16(4-2)14(18)15(10-13(15)11-17)12-8-6-5-7-9-12/h5-9,13,17H,3-4,10-11H2,1-2H3/t13-,15+/m1/s1
• InChIKey: MAQDDMBCAWKSAZ-HIFRSBDPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S)-N,N-diethyl-2-(hydroxymethyl)-1-phenylcyclopropane-1-carboxamide
• IUPAC Traditional name: (1R,2S)-N,N-diethyl-2-(hydroxymethyl)-1-phenylcyclopropane-1-carboxamide
• Synonyms: (1R-cis)-N,N-Diethyl-2-(hydroxymethyl)-1-phenyl-cyclopropanecarboxamide; rac N,N-Diethyl-2-(hydroxymethyl)-1-phenyl-cyclopropanecarboxamide

Database IDs

• CAS Number: 172016-06-7
• PubChem SID: 162261482
• PubChem CID: 13718766

CALCULATED PROPERTIES

• Acid pKa: 15.421378
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.5285884
• LogD (pH = 7.4): 1.5285884
• Log P: 1.5285884
• Molar Refractivity: 72.152 cm^3
• Polarizability: 27.997158 Å^3
• Polar Surface Area: 40.54 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Colorless Solid

DETAILS

Toronto Research Chemicals - D444410

Used in the preparation of enantioselective Milnacipran (M344600).