(3S)-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-4-oxo-4-(prop-2-en-1-yloxy)butanoic acid

• ChemBase ID: 38426
• Molecular Formular: C22H21NO6
• Molecular Mass: 395.40524
• Monoisotopic Mass: 395.1368874
• SMILES: C(=O)(C[C@@H](C(=O)OCC=C)NC(=O)OCC1c2c(c3c1cccc3)cccc2)O
• Canonical SMILES: C=CCOC(=O)[C@@H](NC(=O)OCC1c2ccccc2c2c1cccc2)CC(=O)O
• InChI: InChI=1S/C22H21NO6/c1-2-11-28-21(26)19(12-20(24)25)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,24,25)/t19-/m0/s1
• InChIKey: ZJMVIWUCCRKNHY-IBGZPJMESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-4-oxo-4-(prop-2-en-1-yloxy)butanoic acid
• IUPAC Traditional name: (3S)-3-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-4-oxo-4-(prop-2-en-1-yloxy)butanoic acid
• Synonyms: Fmoc-L-aspartic acid 1-allyl ester; Fmoc-Asp-OAll; N-Alpha-Fmoc-L-aspartic acid alpha-allyl ester; Fmoc-L-天冬氨酸 1-烯丙酯

Database IDs

• CAS Number: 144120-53-6
• MDL Number: MFCD00467715
• Beilstein Number: 5460108
• PubChem SID: 161001733; 24871168
• PubChem CID: 7020604

CALCULATED PROPERTIES

• Acid pKa: 4.084488
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.8520942
• LogD (pH = 7.4): 0.17202328
• 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

• Optical Rotation: [α]20/D -24.5±2°, c = 1% in DMF

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
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (HPLC)
• Empirical Formula (Hill Notation): C22H21NO6

DETAILS

Sigma Aldrich - 47578

Packaging
5 g in glass bottle