(2S)-4-(benzyloxy)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-4-oxobutanoic acid

• ChemBase ID: 38423
• Molecular Formular: C26H23NO6
• Molecular Mass: 445.46392
• Monoisotopic Mass: 445.15253746
• SMILES: C(=O)(C[C@@H](C(=O)O)NC(=O)OCC1c2c(c3c1cccc3)cccc2)OCc1ccccc1
• Canonical SMILES: O=C(N[C@H](C(=O)O)CC(=O)OCc1ccccc1)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C26H23NO6/c28-24(32-15-17-8-2-1-3-9-17)14-23(25(29)30)27-26(31)33-16-22-20-12-6-4-10-18(20)19-11-5-7-13-21(19)22/h1-13,22-23H,14-16H2,(H,27,31)(H,29,30)/t23-/m0/s1
• InChIKey: OQGAELAJEGGNKG-QHCPKHFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-4-(benzyloxy)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-4-oxobutanoic acid
• IUPAC Traditional name: (2S)-4-(benzyloxy)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-4-oxobutanoic acid
• Synonyms: Fmoc-L-aspartic acid 4-benzyl ester; Fmoc-Asp(OBzl)-OH; N-Alpha-Fmoc-L-aspartic acid beta-benzyl ester; Fmoc-Asp(OAll)-OH; 芴甲氧羰基-L-天冬氨酸 4-苄酯

Database IDs

• CAS Number: 86060-84-6
• MDL Number: MFCD00065630
• Beilstein Number: 4609615
• PubChem SID: 161001730; 24871186
• PubChem CID: 13966931

CALCULATED PROPERTIES

• Acid pKa: 3.6505744
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.4273264
• LogD (pH = 7.4): 0.9491573
• Log P: 4.2738724
• Molar Refractivity: 119.9942 cm^3
• Polarizability: 48.03349 Å^3
• Polar Surface Area: 101.93 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 120-130 °C
• Optical Rotation: [α]20/D -20.0±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: ≥98.0% (HPLC)
• Impurities: ≤1% water
• Empirical Formula (Hill Notation): C26H23NO6

DETAILS

Sigma Aldrich - 47593

Packaging
5 g in poly bottle