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

• ChemBase ID: 38964
• Molecular Formular: C14H18FNO4
• Molecular Mass: 283.2954232
• Monoisotopic Mass: 283.12198628
• SMILES: c1c(cc(cc1)C[C@@H](C(=O)O)NC(=O)OC(C)(C)C)F
• Canonical SMILES: O=C(OC(C)(C)C)N[C@H](C(=O)O)Cc1cccc(c1)F
• InChI: InChI=1S/C14H18FNO4/c1-14(2,3)20-13(19)16-11(12(17)18)8-9-5-4-6-10(15)7-9/h4-7,11H,8H2,1-3H3,(H,16,19)(H,17,18)/t11-/m0/s1
• InChIKey: FPCCREICRYPTTL-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 114873-01-7; 114873-11-9
• MDL Number: MFCD00672522; MFCD00672523
• Beilstein Number: 5347375
• PubChem SID: 161002271; 24848991
• PubChem CID: 2734492

CALCULATED PROPERTIES

• Acid pKa: 3.8336127
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.0426761
• LogD (pH = 7.4): -0.5342092
• Log P: 2.7124143
• Molar Refractivity: 70.2057 cm^3
• Polarizability: 27.239302 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 75-79°C; 75-80 °C; 75-80°C
• Optical Rotation: [α]20/D +6.5±1°, c = 1% in methanol; +6.5 (c=1 in methanol)

Safety Information

• Storage Warning: IRRITANT; Irritant/Keep Cold
• 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: ≥98.0% (TLC); 95%; TECH
• Empirical Formula (Hill Notation): C14H18FNO4

DETAILS

Sigma Aldrich - 14996

Packaging
5 g in poly bottle