(2S)-N-[(1R,2R)-1-hydroxy-1-phenylpropan-2-yl]-N,2-dimethyl-3-phenylpropanamide

• ChemBase ID: 148147
• Molecular Formular: C20H25NO2
• Molecular Mass: 311.418
• Monoisotopic Mass: 311.18852905
• SMILES: C[C@@H](Cc1ccccc1)C(=O)N(C)[C@H](C)[C@@H](c1ccccc1)O
• Canonical SMILES: C[C@H](C(=O)N([C@@H]([C@@H](c1ccccc1)O)C)C)Cc1ccccc1
• InChI: InChI=1S/C20H25NO2/c1-15(14-17-10-6-4-7-11-17)20(23)21(3)16(2)19(22)18-12-8-5-9-13-18/h4-13,15-16,19,22H,14H2,1-3H3/t15-,16+,19-/m0/s1
• InChIKey: YBSOZNKAYZZSLZ-FCEWJHQRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-N-[(1R,2R)-1-hydroxy-1-phenylpropan-2-yl]-N,2-dimethyl-3-phenylpropanamide
• IUPAC Traditional name: (2S)-N-[(1R,2R)-1-hydroxy-1-phenylpropan-2-yl]-N,2-dimethyl-3-phenylpropanamide
• Synonyms: (1R, 2R)-Pseudoephedrine-(S)-2-methylhydrocinnamamide; (1R, 2R)-伪麻黄碱-(S)-2-甲基氢肉桂酰胺

Database IDs

• CAS Number: 352530-53-1
• MDL Number: MFCD03093973
• PubChem SID: 162242324; 24878475
• PubChem CID: 12134415

CALCULATED PROPERTIES

• Acid pKa: 13.863391
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.7496712
• LogD (pH = 7.4): 3.7496717
• Log P: 3.7496717
• Molar Refractivity: 93.1506 cm^3
• Polarizability: 36.49784 Å^3
• Polar Surface Area: 40.54 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 136-140 °C(lit.)
• Optical Rotation: [α]20/D -16°, c = 1 in chloroform

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 97%
• Optical Purity: ee: 99% (HPLC)
• Empirical Formula (Hill Notation): C20H25NO2

DETAILS

Sigma Aldrich - 540528

Packaging
5 g in glass bottle
Legal Information
Licensed under U.S. Patent 5 488 131