(3R)-3-{[(benzyloxy)carbonyl]amino}-4-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}butanoic acid

• ChemBase ID: 152229
• Molecular Formular: C27H26N2O6
• Molecular Mass: 474.50514
• Monoisotopic Mass: 474.17908656
• SMILES: c1ccc(cc1)COC(=O)N[C@H](CC(=O)O)CNC(=O)OCC1c2ccccc2c2c1cccc2
• Canonical SMILES: OC(=O)C[C@@H](NC(=O)OCc1ccccc1)CNC(=O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C27H26N2O6/c30-25(31)14-19(29-27(33)34-16-18-8-2-1-3-9-18)15-28-26(32)35-17-24-22-12-6-4-10-20(22)21-11-5-7-13-23(21)24/h1-13,19,24H,14-17H2,(H,28,32)(H,29,33)(H,30,31)/t19-/m1/s1
• InChIKey: GNBVOVLCIBZKIQ-LJQANCHMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R)-3-{[(benzyloxy)carbonyl]amino}-4-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}butanoic acid
• IUPAC Traditional name: (3R)-3-{[(benzyloxy)carbonyl]amino}-4-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}butanoic acid
• Synonyms: Z-β-Dbu(Fmoc)-OH; β-Z-γ-Fmoc-L-3,4-diaminobutyric acid; γ-Fmoc-β-Z-L-3,4-diaminobutyric acid; (R)-4-(Fmoc-amino)-3-(Z-amino)butyric acid; Z-β-Dab(Fmoc)-OH; β-Z-γ-Fmoc-L-3,4-二氨基丁酸; γ-Fmoc-β-Z-L-3,4-二氨基丁酸; (R)-4-(Fmoc-氨基)-3-(Z-氨基)丁酸

Database IDs

• CAS Number: 349547-09-7
• MDL Number: MFCD03788647
• PubChem SID: 24852942; 162246374
• PubChem CID: 16211561

CALCULATED PROPERTIES

• Acid pKa: 3.9301112
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 2.562274
• LogD (pH = 7.4): 0.9411851
• Log P: 4.13896
• Molar Refractivity: 128.0826 cm^3
• Polarizability: 51.01282 Å^3
• Polar Surface Area: 113.96 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 178-181 °C
• Optical Rotation: [α]/D +7.5±1°, c = 1 in DMF

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% (HPLC)
• Compostion: carbon content, 67.0-69.7%
• Empirical Formula (Hill Notation): C27H26N2O6