(2S)-2-phenyl-2-[(2R)-piperidin-2-yl]acetamide

• ChemBase ID: 176614
• Molecular Formular: C13H18N2O
• Molecular Mass: 218.29482
• Monoisotopic Mass: 218.14191321
• SMILES: C1CN[C@H](CC1)[C@@H](C(=O)N)c1ccccc1
• Canonical SMILES: NC(=O)[C@@H](c1ccccc1)[C@H]1CCCCN1
• InChI: InChI=1S/C13H18N2O/c14-13(16)12(10-6-2-1-3-7-10)11-8-4-5-9-15-11/h1-3,6-7,11-12,15H,4-5,8-9H2,(H2,14,16)/t11-,12+/m1/s1
• InChIKey: LJLMNWPXAYKPGV-NEPJUHHUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-phenyl-2-[(2R)-piperidin-2-yl]acetamide
• IUPAC Traditional name: (2S)-2-phenyl-2-[(2R)-piperidin-2-yl]acetamide
• Synonyms: (αR,2S)-rel-α-Phenyl-2-piperidineacetamide; (D,L)-erythro-α-Phenyl-2-piperidineacetamide; (αS,2R)-α-Phenyl-2-piperidineacetamide; D-erythro-α-Phenyl-2-piperidineacetamide

Database IDs

• CAS Number: 50288-63-6; 160707-36-8
• PubChem SID: 164232524
• PubChem CID: 12112798

CALCULATED PROPERTIES

• Acid pKa: 16.515213
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -1.859329
• LogD (pH = 7.4): -0.70819694
• Log P: 1.3020984
• Molar Refractivity: 63.7813 cm^3
• Polarizability: 25.227814 Å^3
• Polar Surface Area: 55.12 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Methanol
• Apperance: White Solid; White to Off-White Solid
• Melting Point: 172-174°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - P335975

Intermediate in the preparation of D-threo-Methylphenidate (Ritalin)

Toronto Research Chemicals - P335981

An intermediate in the production of D-threo-Methylphenidate (Ritalin)