(2S,3R)-3-[3-(benzyloxy)phenyl]-2-[(dimethylamino)methyl](4,4,5,5,5-2H5)pentan-3-ol

• ChemBase ID: 161625
• Molecular Formular: C21H29NO2
• Molecular Mass: 327.46046
• Monoisotopic Mass: 327.21982917
• SMILES: c1ccc(cc1)COc1cccc(c1)[C@@]([C@H](CN(C)C)C)(O)CC
• Canonical SMILES: CC[C@](c1cccc(c1)OCc1ccccc1)([C@H](CN(C)C)C)O
• InChI: InChI=1S/C21H29NO2/c1-5-21(23,17(2)15-22(3)4)19-12-9-13-20(14-19)24-16-18-10-7-6-8-11-18/h6-14,17,23H,5,15-16H2,1-4H3/t17-,21+/m0/s1
• InChIKey: BYTDRZBEHCAVQA-LAUBAEHRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R)-3-[3-(benzyloxy)phenyl]-2-[(dimethylamino)methyl](4,4,5,5,5-^2H₅)pentan-3-ol
• IUPAC Traditional name: (2S,3R)-3-[3-(benzyloxy)phenyl]-2-[(dimethylamino)methyl](4,4,5,5,5-^2H₅)pentan-3-ol
• Synonyms: (αR)-α-[(1S)-2-(Dimethylamino)-1-methylethyl]-α-ethyl-3-(phenylmethoxy)benzenemethanol-d5; (2S,3R)-1-(Dimethylamino)-3-[3-(benzyloxy)phenyl)-2-methyl-3-pentanol-d5; 3'-O-Benzyl-(1R)-hydroxy Tapentado-d5

Database IDs

• PubChem SID: 162255760
• PubChem CID: 71313847

CALCULATED PROPERTIES

• Acid pKa: 13.810923
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.90540075
• LogD (pH = 7.4): 2.3962276
• Log P: 4.193492
• Molar Refractivity: 100.083 cm^3
• Polarizability: 39.349487 Å^3
• Polar Surface Area: 32.7 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Pale Yellow Oil

DETAILS

Toronto Research Chemicals - B279982

Intermediate in the preparation of labelled Tapentadol