(2R)-3-{[(tert-butoxy)carbonyl]amino}-2-phenylpropanoic acid

• ChemBase ID: 142973
• Molecular Formular: C14H19NO4
• Molecular Mass: 265.30496
• Monoisotopic Mass: 265.13140809
• SMILES: CC(C)(C)OC(=O)NC[C@@H](c1ccccc1)C(=O)O
• Canonical SMILES: O=C(OC(C)(C)C)NC[C@@H](c1ccccc1)C(=O)O
• InChI: InChI=1S/C14H19NO4/c1-14(2,3)19-13(18)15-9-11(12(16)17)10-7-5-4-6-8-10/h4-8,11H,9H2,1-3H3,(H,15,18)(H,16,17)/t11-/m0/s1
• InChIKey: PZRXRMWHLUUHFB-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-3-{[(tert-butoxy)carbonyl]amino}-2-phenylpropanoic acid
• IUPAC Traditional name: (2R)-3-[(tert-butoxycarbonyl)amino]-2-phenylpropanoic acid
• Synonyms: (R)-Boc-2-phenyl-β-alanine; (R)-3-(Boc-amino)-2-phenylpropionic acid; (R)-Boc-2-苯基-β-丙氨酸; (R)-3-(Boc-氨基)-2-苯丙酸

Database IDs

• CAS Number: 181140-88-5
• MDL Number: MFCD11052912
• PubChem SID: 162237199
• PubChem CID: 7176385

CALCULATED PROPERTIES

• Acid pKa: 4.388232
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.1159734
• LogD (pH = 7.4): -0.6386214
• Log P: 2.2584248
• Molar Refractivity: 70.2453 cm^3
• Polarizability: 27.497082 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]/D +45.5±1.5°, c = 1 in DMF

Safety Information

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

Product Information

• Purity: ≥98.0% (HPLC)
• Compostion: carbon, 62.6-64.2%; nitrogen, 4.8-5.7%
• Empirical Formula (Hill Notation): C14H19NO4

DETAILS

Sigma Aldrich - 714186

Packaging
100 mg in glass bottle