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

• ChemBase ID: 38589
• Molecular Formular: C13H17NO4
• Molecular Mass: 251.27838
• Monoisotopic Mass: 251.11575803
• SMILES: c1cccc(c1)[C@@H](C(=O)O)NC(=O)OC(C)(C)C
• Canonical SMILES: O=C(OC(C)(C)C)N[C@@H](c1ccccc1)C(=O)O
• InChI: InChI=1S/C13H17NO4/c1-13(2,3)18-12(17)14-10(11(15)16)9-7-5-4-6-8-9/h4-8,10H,1-3H3,(H,14,17)(H,15,16)/t10-/m0/s1
• InChIKey: HOBFSNNENNQQIU-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-2-phenylacetic acid
• IUPAC Traditional name: (S)-[(tert-butoxycarbonyl)amino](phenyl)acetic acid
• Synonyms: Boc-L-α-phenylglycine; Boc-Phg-OH; (S)-2-((tert-Butoxycarbonyl)amino)-2-phenylacetic acid; Boc-Phg-OH; N-(tert-Butoxycarbonyl)-L-phenylglycine; N-Boc-L-phenylglycine; Boc-L-phenylglycine; (2S)-2-{[(tert-butoxy)carbonyl]amino}-2-phenylacetic acid; Boc-L-α-苯基甘氨酸; N-Boc-L-苯基甘氨酸

Database IDs

• CAS Number: 2900-27-8
• MDL Number: MFCD00037441; MFCD00065588
• Beilstein Number: 3592362
• PubChem SID: 161001896; 24849308
• PubChem CID: 11010409

CALCULATED PROPERTIES

• Acid pKa: 3.8946092
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.6701596
• LogD (pH = 7.4): -0.9353169
• Log P: 2.2810512
• Molar Refractivity: 65.2343 cm^3
• Polarizability: 25.661938 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 88-90°C; 88-91 °C
• Optical Rotation: [α]20/D +144±2°, c = 1% in ethanol; +141 (c=1 in ethanol)
• Hydrophobicity(logP): 2.35

Safety Information

• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false; 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (T); 95%; 98%; 99%
• Linear Formula: C6H5CH(COOH)NHCOOC(CH3)3

DETAILS

Sigma Aldrich - 15488

Packaging
5 g in glass bottle