(2S)-3-(4-azidophenyl)-2-{[(tert-butoxy)carbonyl]amino}propanoic acid

• ChemBase ID: 141709
• Molecular Formular: C14H18N4O4
• Molecular Mass: 306.31712
• Monoisotopic Mass: 306.13280508
• SMILES: CC(C)(C)OC(=O)N[C@@H](Cc1ccc(cc1)N=[N+]=[N-])C(=O)O
• Canonical SMILES: OC(=O)[C@H](Cc1ccc(cc1)N=[N+]=[N-])NC(=O)OC(C)(C)C
• InChI: InChI=1S/C14H18N4O4/c1-14(2,3)22-13(21)16-11(12(19)20)8-9-4-6-10(7-5-9)17-18-15/h4-7,11H,8H2,1-3H3,(H,16,21)(H,19,20)/t11-/m0/s1
• InChIKey: PZWGGRIVPTXYGU-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-(4-azidophenyl)-2-{[(tert-butoxy)carbonyl]amino}propanoic acid
• IUPAC Traditional name: (2S)-3-(4-azidophenyl)-2-[(tert-butoxycarbonyl)amino]propanoic acid
• Synonyms: N-Boc-4-azido-L-phenylalanine; Boc-4-azido-Phe-OH; N-Boc-4-叠氮-L-苯丙氨酸; Boc-4-叠氮-Phe-OH

Database IDs

• CAS Number: 33173-55-6
• MDL Number: MFCD00237570
• PubChem SID: 162235943
• PubChem CID: 11243693

CALCULATED PROPERTIES

• Acid pKa: 3.5048516
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.88902646
• LogD (pH = 7.4): -0.49789473
• Log P: 2.990082
• Molar Refractivity: 80.2769 cm^3
• Polarizability: 29.804808 Å^3
• Polar Surface Area: 105.06 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]/D 48.0±3.0°, c = 1 in chloroform

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
• Storage Temperature: -20°C

Product Information

• Purity: ≥95% (HPLC)
• Empirical Formula (Hill Notation): C14H18N4O4

DETAILS

Sigma Aldrich - 712248

Packaging
500 mg in glass bottle