(2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-4-oxo-4-(prop-2-en-1-yloxy)butanoic acid

• ChemBase ID: 152668
• Molecular Formular: C22H21NO6
• Molecular Mass: 395.40524
• Monoisotopic Mass: 395.1368874
• SMILES: C=CCOC(=O)C[C@@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2
• Canonical SMILES: C=CCOC(=O)C[C@@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C22H21NO6/c1-2-11-28-20(24)12-19(21(25)26)23-22(27)29-13-18-16-9-5-3-7-14(16)15-8-4-6-10-17(15)18/h2-10,18-19H,1,11-13H2,(H,23,27)(H,25,26)/t19-/m0/s1
• InChIKey: FBNFRRNBFASDKS-IBGZPJMESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-4-oxo-4-(prop-2-en-1-yloxy)butanoic acid
• IUPAC Traditional name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-4-oxo-4-(prop-2-en-1-yloxy)butanoic acid
• Synonyms: Fmoc-Asp(OAll)-OH; Fmoc-L-aspartic acid 4-allyl ester; Fmoc-Asp(OAll)-OH; Fmoc-L-天冬氨酸 4-烯丙酯

Database IDs

• CAS Number: 146982-24-3
• MDL Number: MFCD00190874
• Beilstein Number: 6670219
• PubChem SID: 24871170; 162246811
• PubChem CID: 10715692

CALCULATED PROPERTIES

• Acid pKa: 3.667702
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.4506433
• LogD (pH = 7.4): -0.03754931
• Log P: 3.280649
• Molar Refractivity: 104.5443 cm^3
• Polarizability: 41.89132 Å^3
• Polar Surface Area: 101.93 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 111-115 °C
• Optical Rotation: [α]20/D -27±2°, c = 1% in DMF

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (HPLC); 95+%
• Empirical Formula (Hill Notation): C22H21NO6

DETAILS

Sigma Aldrich - 47579

Packaging
1 g in glass bottle