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

• ChemBase ID: 98047
• Molecular Formular: C14H18FNO4
• Molecular Mass: 283.2954232
• Monoisotopic Mass: 283.12198628
• SMILES: N(C(=O)OC(C)(C)C)[C@H](C(=O)O)Cc1c(cccc1)F
• Canonical SMILES: O=C(OC(C)(C)C)N[C@H](C(=O)O)Cc1ccccc1F
• InChI: InChI=1S/C14H18FNO4/c1-14(2,3)20-13(19)16-11(12(17)18)8-9-6-4-5-7-10(9)15/h4-7,11H,8H2,1-3H3,(H,16,19)(H,17,18)/t11-/m0/s1
• InChIKey: NTWUXBKUDXGMHV-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(2-fluorophenyl)propanoic acid
• IUPAC Traditional name: (2S)-2-[(tert-butoxycarbonyl)amino]-3-(2-fluorophenyl)propanoic acid
• Synonyms: BOC-L-2-FLUOROPHENYLALANINE; 2-Fluoro-D-phenylalanine, N-BOC protected; Boc-2-fluoro-L-phenylalanine; Boc-Phe(2-F)-OH; Boc-L-2-氟苯丙氨酸

Database IDs

• CAS Number: 114873-10-8; 114873-00-6
• MDL Number: MFCD00672520; MFCD00672521
• Beilstein Number: 5347990
• PubChem SID: 24849011; 162084513
• PubChem CID: 2734496

CALCULATED PROPERTIES

• Acid pKa: 3.8337796
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.0428373
• LogD (pH = 7.4): -0.5341293
• Log P: 2.7124143
• Molar Refractivity: 70.2057 cm^3
• Polarizability: 27.239216 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 92-96 °C; 94-98°C
• Optical Rotation: [α]20/D +9±1°, c = 1% in ethyl acetate

Safety Information

• Storage Warning: Irritant/Keep Cold
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (TLC); 98%
• Empirical Formula (Hill Notation): C14H18FNO4

DETAILS

Sigma Aldrich - 15024

Packaging
1 g in poly tube