(2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl](methyl)amino}-3-phenylpropanoic acid

• ChemBase ID: 39553
• Molecular Formular: C25H23NO4
• Molecular Mass: 401.45442
• Monoisotopic Mass: 401.16270822
• SMILES: c1(ccccc1)C[C@H](N(C)C(=O)OCC1c2c(c3c1cccc3)cccc2)C(=O)O
• Canonical SMILES: OC(=O)[C@@H](N(C(=O)OCC1c2ccccc2c2c1cccc2)C)Cc1ccccc1
• InChI: InChI=1S/C25H23NO4/c1-26(23(24(27)28)15-17-9-3-2-4-10-17)25(29)30-16-22-20-13-7-5-11-18(20)19-12-6-8-14-21(19)22/h2-14,22-23H,15-16H2,1H3,(H,27,28)/t23-/m0/s1
• InChIKey: GBROUWPNYVBLFO-QHCPKHFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl](methyl)amino}-3-phenylpropanoic acid
• IUPAC Traditional name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl](methyl)amino}-3-phenylpropanoic acid
• Synonyms: Fmoc-Nalpha-methyl-L-phenylalanine; Fmoc-N-methyl-L-phenylalanine; Fmoc-N-Me-Phe-OH; Fmoc-N-甲基-L-苯基丙氨酸

Database IDs

• CAS Number: 77128-73-5
• MDL Number: MFCD00151938
• Beilstein Number: 4768138
• PubChem SID: 161002860; 24871196
• PubChem CID: 978356

CALCULATED PROPERTIES

• Acid pKa: 3.8904455
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.3104136
• LogD (pH = 7.4): 1.7068182
• Log P: 4.9253197
• Molar Refractivity: 114.0928 cm^3
• Polarizability: 45.444576 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D -55.0±3°, 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: ≥99.0% (sum of enantiomers, HPLC)
• Empirical Formula (Hill Notation): C25H23NO4

DETAILS

Sigma Aldrich - 47598

Packaging
1 g in poly tube