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

• ChemBase ID: 147122
• Molecular Formular: C14H20N2O4
• Molecular Mass: 280.3196
• Monoisotopic Mass: 280.14230713
• SMILES: c1ccc(cc1)COC(=O)N[C@@H](CCCCN)C(=O)O
• Canonical SMILES: NCCCC[C@@H](C(=O)O)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C14H20N2O4/c15-9-5-4-8-12(13(17)18)16-14(19)20-10-11-6-2-1-3-7-11/h1-3,6-7,12H,4-5,8-10,15H2,(H,16,19)(H,17,18)/t12-/m0/s1
• InChIKey: OJTJKAUNOLVMDX-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-6-amino-2-{[(benzyloxy)carbonyl]amino}hexanoic acid
• IUPAC Traditional name: (2S)-6-amino-2-{[(benzyloxy)carbonyl]amino}hexanoic acid
• Synonyms: Nα-(Carbobenzyloxy)-L-lysine; Nα-Cbz-L-lysine; Nα-Z-L-Lysine; Z-Lys-OH; N(alpha)-Cbz-L-lysine; Z-Lys-OH; N(alpha)-Benzyloxycarbonyl-L-lysine; (S)-6-Amino-2-(((benzyloxy)carbonyl)amino)hexanoic acid; Nα-(苄氧羰基)-L-赖氨酸; Nα-Cbz-L-赖氨酸; Nα-Z-L-赖氨酸; N(α)-苄氧羰基-L-赖氨酸

Database IDs

• CAS Number: 2212-75-1
• EC Number: 218-662-6
• MDL Number: MFCD00038204
• Beilstein Number: 2153826
• PubChem SID: 162241313; 24862109
• PubChem CID: 75172

CALCULATED PROPERTIES

• Acid pKa: 3.6722085
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.81588596
• LogD (pH = 7.4): -0.8112727
• Log P: -0.81098807
• Molar Refractivity: 73.4895 cm^3
• Polarizability: 29.024624 Å^3
• Polar Surface Area: 101.65 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 226-231 °C (dec.); 226-231 °C (dec.)(lit.); ca 237°C dec.
• Optical Rotation: [α]20/D -13.5±1°, c = 2% in 0.2 M HCl; [α]20/D -13±2°, c = 2 in 0.2 M HCl; -12 (c=2 in 0.2N HCl)

Safety Information

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

Product Information

• Purity: ≥99.0% (NT); 98%; 98+%
• Grade: puriss.
• Linear Formula: NH2(CH2)4CH(NHCOOCH2C6H5)COOH

DETAILS

Sigma Aldrich - C7130

Application
Educt for the convenient preparation of L-α-aminoadipic acid.

Sigma Aldrich - 359793

Application
Educt for the convenient preparation of L-α-aminoadipic acid.
Packaging
5 g in glass bottle

Sigma Aldrich - 96830

Application
Educt for the convenient preparation of L-α-aminoadipic acid.