(2S)-5-{[(benzyloxy)carbonyl]amino}-2-{[(tert-butoxy)carbonyl]amino}pentanoic acid

• ChemBase ID: 38712
• Molecular Formular: C18H26N2O6
• Molecular Mass: 366.40884
• Monoisotopic Mass: 366.17908656
• SMILES: C([C@@H](C(=O)O)NC(=O)OC(C)(C)C)CCNC(=O)OCc1ccccc1
• Canonical SMILES: O=C(OCc1ccccc1)NCCC[C@@H](C(=O)O)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C18H26N2O6/c1-18(2,3)26-17(24)20-14(15(21)22)10-7-11-19-16(23)25-12-13-8-5-4-6-9-13/h4-6,8-9,14H,7,10-12H2,1-3H3,(H,19,23)(H,20,24)(H,21,22)/t14-/m0/s1
• InChIKey: QYYCZJUFHDLLOJ-AWEZNQCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-5-{[(benzyloxy)carbonyl]amino}-2-{[(tert-butoxy)carbonyl]amino}pentanoic acid
• IUPAC Traditional name: (2S)-5-{[(benzyloxy)carbonyl]amino}-2-[(tert-butoxycarbonyl)amino]pentanoic acid
• Synonyms: Nα-Boc-Nδ-Cbz-L-ornithine; Nα-Boc-Nδ-Z-L-ornithine; Nδ-Z-Nα-Boc-L-ornithine; Boc-Orn(Z)-OH; (S)-5-(((Benzyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)pentanoic acid; Boc-Nd-benzyloxycarbonyl-L-ornithine; N-α-t-BOC-N-δ-CBZ-L-ORNITHINE; Nδ-Z-Nα-Boc-L-鸟氨酸; Nα-Boc-Nδ-Cbz-L-鸟氨酸; Nα-叔丁氧羰基-Nδ-苄氧羰基-L-鸟氨酸

Database IDs

• CAS Number: 2480-93-5
• MDL Number: MFCD00038259
• Beilstein Number: 2783761
• PubChem SID: 24849553; 161002019
• PubChem CID: 7269338

CALCULATED PROPERTIES

• Acid pKa: 3.7803996
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.77839905
• LogD (pH = 7.4): -0.77174675
• Log P: 2.4995277
• Molar Refractivity: 93.7615 cm^3
• Polarizability: 36.82108 Å^3
• Polar Surface Area: 113.96 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

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: ≥98.0% (TLC); 95+%
• Empirical Formula (Hill Notation): C18H26N2O6

DETAILS

Sigma Aldrich - 15565

Packaging
5, 25 g in poly bottle