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

• ChemBase ID: 152860
• Molecular Formular: C18H25ClN2O6
• Molecular Mass: 400.8539
• Monoisotopic Mass: 400.14011421
• SMILES: CC(C)(C)OC(=O)N[C@@H](CCCNC(=O)OCc1ccccc1Cl)C(=O)O
• Canonical SMILES: O=C(OCc1ccccc1Cl)NCCC[C@@H](C(=O)O)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C18H25ClN2O6/c1-18(2,3)27-17(25)21-14(15(22)23)9-6-10-20-16(24)26-11-12-7-4-5-8-13(12)19/h4-5,7-8,14H,6,9-11H2,1-3H3,(H,20,24)(H,21,25)(H,22,23)/t14-/m0/s1
• InChIKey: QOWSQCSRXFQXKJ-AWEZNQCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl]amino}-5-({[(2-chlorophenyl)methoxy]carbonyl}amino)pentanoic acid
• IUPAC Traditional name: (2S)-2-[(tert-butoxycarbonyl)amino]-5-({[(2-chlorophenyl)methoxy]carbonyl}amino)pentanoic acid
• Synonyms: Boc-Orn(2-Cl-Z)-OH; Nα-Boc-Nδ-(2-chloro-Z)-L-ornithine; Boc-Orn(2-Cl-Z)-OH; Nα-叔丁氧羰基-Nδ-(2-氯苄氧羰基)-L-鸟氨酸

Database IDs

• CAS Number: 118554-00-0
• MDL Number: MFCD00076972
• Beilstein Number: 6987223
• PubChem SID: 162247003; 24849523
• PubChem CID: 7269333

CALCULATED PROPERTIES

• Acid pKa: 3.7426913
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 1.3460127
• LogD (pH = 7.4): -0.18419452
• Log P: 3.1035724
• Molar Refractivity: 98.5663 cm^3
• Polarizability: 38.754944 Å^3
• Polar Surface Area: 113.96 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 114-118 °C
• Optical Rotation: [α]20/D -2.8±0.5°, c = 1% in acetic acid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (TLC); 98%
• Empirical Formula (Hill Notation): C18H25ClN2O6

DETAILS

Sigma Aldrich - 15537

Packaging
1 g in poly tube