(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(2H5)phenyl(2H3)propanoic acid

• ChemBase ID: 138381
• Molecular Formular: C14H19NO4
• Molecular Mass: 265.30496
• Monoisotopic Mass: 265.13140809
• SMILES: c1ccc(cc1)CC(C(=O)O)NC(=O)OC(C)(C)C
• Canonical SMILES: OC(=O)C(Cc1ccccc1)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C14H19NO4/c1-14(2,3)19-13(18)15-11(12(16)17)9-10-7-5-4-6-8-10/h4-8,11H,9H2,1-3H3,(H,15,18)(H,16,17)/t11-/m1/s1
• InChIKey: ZYJPUMXJBDHSIF-LLVKDONJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(^2H₅)phenyl(^2H₃)propanoic acid
• IUPAC Traditional name: (2S)-2-[(tert-butoxycarbonyl)amino]-3-(^2H₅)phenyl(^2H₃)propanoic acid
• Synonyms: N-(tert-Butoxycarbonyl)-L-phenyl-d5-alanine-2,3,3-d3; L-Phenyl-d5-alanine-2,3,3-d3, N-t-Boc derivative; Boc-Phe-OH-phenyl-d5-2,3,3-d3

Database IDs

• CAS Number: 106881-07-6
• MDL Number: MFCD01075441
• PubChem SID: 24872156; 162232637
• PubChem CID: 45052082

CALCULATED PROPERTIES

• Acid pKa: 4.0592823
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.1170568
• LogD (pH = 7.4): -0.5543741
• Log P: 2.5697124
• Molar Refractivity: 69.9893 cm^3
• Polarizability: 27.521605 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 85-87 °C(lit.)
• Optical Rotation: [α]20/D +25°, c = 1 in ethanol
• Mass Shift: M+8

Safety Information

• German water hazard class: 3

Product Information

• Isotopic Purity: 98 atom % D
• Mol. Weight: mol wt 273.21 by atom % calculation
• Linear Formula: C6D5CD2CD(NH-t-Boc)CO2H