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

• ChemBase ID: 103064
• Molecular Formular: C19H28N2O6
• Molecular Mass: 380.43542
• Monoisotopic Mass: 380.19473663
• SMILES: CC(C)(C)OC(=O)N[C@@H](CCCCNC(=O)OCc1ccccc1)C(=O)O
• Canonical SMILES: O=C(OCc1ccccc1)NCCCC[C@@H](C(=O)O)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C19H28N2O6/c1-19(2,3)27-18(25)21-15(16(22)23)11-7-8-12-20-17(24)26-13-14-9-5-4-6-10-14/h4-6,9-10,15H,7-8,11-13H2,1-3H3,(H,20,24)(H,21,25)(H,22,23)/t15-/m0/s1
• InChIKey: BDHUTRNYBGWPBL-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-6-{[(benzyloxy)carbonyl]amino}-2-{[(tert-butoxy)carbonyl]amino}hexanoic acid
• IUPAC Traditional name: (2S)-6-{[(benzyloxy)carbonyl]amino}-2-[(tert-butoxycarbonyl)amino]hexanoic acid
• Synonyms: Boc-Lys(Z)-OH; N-α-t-BOC-N-ε-CBZ-L-LYSINE; Nα-Boc-Nε-Cbz-L-lysine; Nα-Boc-Nε-Z-L-lysine; Nε-Z-Nα-Boc-L-lysine; Boc-Lys(Z)-OH

Database IDs

• CAS Number: 2389-45-9
• EC Number: 219-221-0
• MDL Number: MFCD00065584
• Beilstein Number: 1917222
• PubChem SID: 162090184; 24849180; 24892063
• PubChem CID: 2724765

CALCULATED PROPERTIES

• Acid pKa: 3.7663484
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 1.2093933
• LogD (pH = 7.4): -0.3334177
• Log P: 2.9440963
• Molar Refractivity: 98.3625 cm^3
• Polarizability: 38.651093 Å^3
• Polar Surface Area: 113.96 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: 0°C
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98.0% (TLC)
• Grade: purum
• Empirical Formula (Hill Notation): C19H28N2O6

DETAILS

MP Biomedicals - 02150488

Free Acid

Sigma Aldrich - B8254

Application
Nε-Z-Nα-Boc-L-lysine is an N-terminal protected amino acid used in solid-phase peptide synthesis (SPPS) to make peptides containing Nepsilon protected lysyl side chains.