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

• ChemBase ID: 8617
• Molecular Formular: C14H18FNO4
• Molecular Mass: 283.2954232
• Monoisotopic Mass: 283.12198628
• SMILES: [C@@H](NC(=O)OC(C)(C)C)(Cc1ccc(cc1)F)C(=O)O
• Canonical SMILES: OC(=O)[C@@H](Cc1ccc(cc1)F)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C14H18FNO4/c1-14(2,3)20-13(19)16-11(12(17)18)8-9-4-6-10(15)7-5-9/h4-7,11H,8H2,1-3H3,(H,16,19)(H,17,18)/t11-/m1/s1
• InChIKey: RCXSXRAUMLKRRL-LLVKDONJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(tert-butoxy)carbonyl]amino}-3-(4-fluorophenyl)propanoic acid
• IUPAC Traditional name: (2R)-2-[(tert-butoxycarbonyl)amino]-3-(4-fluorophenyl)propanoic acid
• Synonyms: Boc-D-Phe(4-F)-OH; Boc-4-fluoro-D-phenylalanine; BOC-D-4-Fluorophenylalanine; (2S)-2-[(tert-Butoxycarbonyl)amino]-3-(4-fluorophenyl)propanoic acid; 4-Fluoro-L-phenylalanine, N-BOC protected; (2R)-2-[(tert-Butoxycarbonyl)amino]-3-(4-fluorophenyl)propanoic acid; 4-Fluoro-D-phenylalanine, N-BOC protected; Boc-D-4-氟苯丙氨酸

Database IDs

• CAS Number: 57292-45-2; 41153-30-4
• MDL Number: MFCD00079672; MFCD00079669
• Beilstein Number: 4323475
• PubChem SID: 160971924; 24849351
• PubChem CID: 2734493

CALCULATED PROPERTIES

• Acid pKa: 3.8335617
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.0426267
• LogD (pH = 7.4): -0.5342336
• Log P: 2.7124143
• Molar Refractivity: 70.2057 cm^3
• Polarizability: 27.239311 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 83-86 °C; 83-86°C

Safety Information

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

Product Information

• Purity: ≥99.0% (TLC)
• Empirical Formula (Hill Notation): C14H18FNO4

DETAILS

Sigma Aldrich - 15351

Packaging
1, 5 g in poly bottle