(2S)-2-{[(tert-butoxy)carbonyl]amino}-6-(trifluoroacetamido)hexanoic acid

• ChemBase ID: 59655
• Molecular Formular: C13H21F3N2O5
• Molecular Mass: 342.3114496
• Monoisotopic Mass: 342.14025644
• SMILES: C(C(=O)NCCCC[C@H](NC(=O)OC(C)(C)C)C(=O)O)(F)(F)F
• Canonical SMILES: O=C(OC(C)(C)C)N[C@H](C(=O)O)CCCCNC(=O)C(F)(F)F
• InChI: InChI=1S/C13H21F3N2O5/c1-12(2,3)23-11(22)18-8(9(19)20)6-4-5-7-17-10(21)13(14,15)16/h8H,4-7H2,1-3H3,(H,17,21)(H,18,22)(H,19,20)/t8-/m0/s1
• InChIKey: DEIYNDIFGSDDCY-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-6-(trifluoroacetamido)hexanoic acid
• IUPAC Traditional name: (2S)-2-[(tert-butoxycarbonyl)amino]-6-(trifluoroacetamido)hexanoic acid
• Synonyms: Nα-Boc-Nε-trifluoroacetyl-L-lysine; Boc-Lys(Tfa)-OH; N~2~-(tert-butoxycarbonyl)-N~6~-(trifluoroacetyl)-L-lysine; (S)-2-((tert-Butoxycarbonyl)amino)-6-(2,2,2-trifluoroacetamido)hexanoic acid; Nα-Boc-Nε-三氟乙酰基-L-赖氨酸

Database IDs

• CAS Number: 16965-06-3
• MDL Number: MFCD00037104
• Beilstein Number: 4882168
• PubChem SID: 162064418; 24849329
• PubChem CID: 7009540

CALCULATED PROPERTIES

• Acid pKa: 4.0460973
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.217896
• LogD (pH = 7.4): -2.1124084
• Log P: 1.7326607
• Molar Refractivity: 73.1365 cm^3
• Polarizability: 28.003162 Å^3
• Polar Surface Area: 104.73 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 102-105 °C
• Optical Rotation: [α]20/D -7.5±1°, c = 1% in acetic acid

Safety Information

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

Product Information

• Purity: ≥97.0% (HPLC); 95+%
• Grade: purum
• Empirical Formula (Hill Notation): C13H21F3N2O5