(2S)-2-{[(tert-butoxy)carbonyl]amino}-4-phenylbutanoic acid

• ChemBase ID: 39009
• Molecular Formular: C15H21NO4
• Molecular Mass: 279.33154
• Monoisotopic Mass: 279.14705816
• SMILES: c1cccc(c1)CC[C@@H](C(=O)O)NC(=O)OC(C)(C)C
• Canonical SMILES: OC(=O)[C@@H](NC(=O)OC(C)(C)C)CCc1ccccc1
• InChI: InChI=1S/C15H21NO4/c1-15(2,3)20-14(19)16-12(13(17)18)10-9-11-7-5-4-6-8-11/h4-8,12H,9-10H2,1-3H3,(H,16,19)(H,17,18)/t12-/m0/s1
• InChIKey: MCODLPJUFHPVQP-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-4-phenylbutanoic acid
• IUPAC Traditional name: (2S)-2-[(tert-butoxycarbonyl)amino]-4-phenylbutanoic acid
• Synonyms: (S)-2-(Boc-amino)-4-phenylbutyric acid; Boc-L-homophenylalanine; Boc-Homophe-OH; L-Homophenylalanine, N-BOC protected; Boc-Homophe-OH; Boc-Homophe-OH; N-Boc-L-homophenylalanine; (S)-2-(Boc-amino)-4-phenylbutyric acid; Boc-L-homophenylalanine; (S)-2-(叔丁氧羰基氨基)-4-苯基丁酸; Boc-L-高苯丙氨酸; (S)-2-(Boc-氨)-4-苯基丁酸

Database IDs

• CAS Number: 100564-78-1
• MDL Number: MFCD00076904
• Beilstein Number: 3653506
• PubChem SID: 161002316; 24849462
• PubChem CID: 7018726

CALCULATED PROPERTIES

• Acid pKa: 4.119197
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.6188462
• LogD (pH = 7.4): -0.072492324
• Log P: 3.014281
• Molar Refractivity: 74.5903 cm^3
• Polarizability: 29.333746 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 76-80 °C; 76-80°C
• Optical Rotation: [α]20/D +6.5±1°, c = 2% in ethanol; +6.5 (c=2 in ethanol)

Safety Information

• Storage Warning: IRRITANT; Irritant
• German water hazard class: 3
• Safety Statements: 22-24/25
• TSCA Listed: false; 否
• Personal Protective Equipment: Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (TLC); 98%
• Linear Formula: C6H5CH2CH2CH[NHCOOC(CH3)3]COOH

DETAILS

Sigma Aldrich - 15469

Packaging
1 g in poly tube
5 g in poly bottle