(2S)-2-(dibenzylamino)-3-phenylpropan-1-ol

• ChemBase ID: 147703
• Molecular Formular: C23H25NO
• Molecular Mass: 331.4507
• Monoisotopic Mass: 331.19361443
• SMILES: c1ccc(cc1)C[C@@H](CO)N(Cc1ccccc1)Cc1ccccc1
• Canonical SMILES: OC[C@@H](N(Cc1ccccc1)Cc1ccccc1)Cc1ccccc1
• InChI: InChI=1S/C23H25NO/c25-19-23(16-20-10-4-1-5-11-20)24(17-21-12-6-2-7-13-21)18-22-14-8-3-9-15-22/h1-15,23,25H,16-19H2/t23-/m0/s1
• InChIKey: ZXNVOFMPUPOZDF-QHCPKHFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-(dibenzylamino)-3-phenylpropan-1-ol
• IUPAC Traditional name: (2S)-2-(dibenzylamino)-3-phenylpropan-1-ol
• Synonyms: N,N-Dibenzyl-L-phenylalaninol; (S)-(+)-2-(Dibenzylamino)-3-phenyl-1-propanol; (S)-(+)-2-Dibenzylamino-3-phenyl-1-propanol; N,N-二苄基-L-苯基丙氨醇; (S)-(+)-2-联苄基氨基-3-苯基-1-丙醇; (S)-(+)-2-二苄基氨基-3-苯基-1-丙醇

Database IDs

• CAS Number: 111060-52-7
• MDL Number: MFCD00191984
• Beilstein Number: 7253058
• PubChem SID: 162241888; 24866400
• PubChem CID: 7019180

CALCULATED PROPERTIES

• Acid pKa: 15.100187
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.7294139
• LogD (pH = 7.4): 3.213595
• Log P: 5.021915
• Molar Refractivity: 104.5434 cm^3
• Polarizability: 40.895695 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 72-74 °C(lit.); 72-74°C
• Optical Rotation: [α]20/D +8.0°, c = 4 in methanol; +8.5 (c=4 in methanol)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 99%
• Linear Formula: C6H5CH2CH[N(CH2C6H5)2]CH2OH

DETAILS

Sigma Aldrich - 421731

Application
Building block for the synthesis of HIV protease inhibitors.1,2,3,4,5,6
Packaging
1, 5 g in glass bottle