(2S)-5-azido-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}pentanoic acid

• ChemBase ID: 142993
• Molecular Formular: C20H20N4O4
• Molecular Mass: 380.3972
• Monoisotopic Mass: 380.14845514
• SMILES: c1ccc2c(c1)c1ccccc1C2COC(=O)N[C@@H](CCCN=[N+]=[N-])C(=O)O
• Canonical SMILES: [N-]=[N+]=NCCC[C@@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C20H20N4O4/c21-24-22-11-5-10-18(19(25)26)23-20(27)28-12-17-15-8-3-1-6-13(15)14-7-2-4-9-16(14)17/h1-4,6-9,17-18H,5,10-12H2,(H,23,27)(H,25,26)/t18-/m0/s1
• InChIKey: TVPIDQLSARDIPX-SFHVURJKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-5-azido-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}pentanoic acid
• IUPAC Traditional name: (2S)-5-azido-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}pentanoic acid
• Synonyms: Fmoc-Orn(N2)-OH; Fmoc-5-azido-L-norvaline; Fmoc-L-δ-azidoornithine; (S)-5-Azido-2-(Fmoc-amino)pentanoic acid; 芴甲氧羰基-5-叠氮-L-正缬氨酸; 芴甲氧羰基-L-δ-叠氮鸟氨酸; (S)-5-叠氮-2-(芴甲氧羰基-氨基)戊酸

Database IDs

• CAS Number: 1097192-04-5
• MDL Number: MFCD11052921
• PubChem SID: 162237219
• PubChem CID: 25146062

CALCULATED PROPERTIES

• Acid pKa: 3.607073
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.393494
• LogD (pH = 7.4): -0.05853002
• Log P: 3.396074
• Molar Refractivity: 101.9233 cm^3
• Polarizability: 39.94532 Å^3
• Polar Surface Area: 105.06 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]/D 3.5±0.3°, c = 1 in ethyl acetate

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (HPLC)
• Compostion: carbon, 62.5-63.9%; nitrogen, 14.3-15.1%
• Empirical Formula (Hill Notation): C20H20N4O4

DETAILS

Sigma Aldrich - 714291

Packaging
250 mg in glass bottle