tert-butyl N-[(2S)-3-hydroxy-1,1-diphenylpropan-2-yl]carbamate

• ChemBase ID: 77734
• Molecular Formular: C20H25NO3
• Molecular Mass: 327.4174
• Monoisotopic Mass: 327.18344367
• SMILES: N(C(=O)OC(C)(C)C)[C@@H](C(c1ccccc1)c1ccccc1)CO
• Canonical SMILES: OC[C@H](C(c1ccccc1)c1ccccc1)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C20H25NO3/c1-20(2,3)24-19(23)21-17(14-22)18(15-10-6-4-7-11-15)16-12-8-5-9-13-16/h4-13,17-18,22H,14H2,1-3H3,(H,21,23)/t17-/m1/s1
• InChIKey: OGVCRJDQGBIHAG-QGZVFWFLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(2S)-3-hydroxy-1,1-diphenylpropan-2-yl]carbamate
• IUPAC Traditional name: tert-butyl N-[(2S)-3-hydroxy-1,1-diphenylpropan-2-yl]carbamate
• Synonyms: N-(tert-Butoxycarbonyl)-β-phenyl-L-phenylalaninol; (R)-2-Amino-3,3-diphenylpropan-1-ol, N-BOC protected; 3-Phenyl-D-phenylalaninol, N-BOC protected 98%

Database IDs

• CAS Number: 155836-47-8; 155836-48-9
• MDL Number: MFCD01863566
• PubChem SID: 24872926; 162042603
• PubChem CID: 16213633

CALCULATED PROPERTIES

• Acid pKa: 14.245532
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 3.7482147
• LogD (pH = 7.4): 3.7482147
• Log P: 3.7482147
• Molar Refractivity: 94.6885 cm^3
• Polarizability: 37.174408 Å^3
• Polar Surface Area: 58.56 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 114-116 °C(lit.); 114-116°C
• Optical Rotation: [α]20/D +25°, c = 1 in chloroform

Safety Information

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

Product Information

• Purity: 98%
• Linear Formula: (C6H5)2CHCH[NHCO2C(CH3)3]CH2OH