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

• ChemBase ID: 38703
• Molecular Formular: C23H19NO4
• Molecular Mass: 373.40126
• Monoisotopic Mass: 373.13140809
• SMILES: c1cccc(c1)[C@@H](C(=O)O)NC(=O)OCC1c2c(c3c1cccc3)cccc2
• Canonical SMILES: O=C(N[C@@H](c1ccccc1)C(=O)O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C23H19NO4/c25-22(26)21(15-8-2-1-3-9-15)24-23(27)28-14-20-18-12-6-4-10-16(18)17-11-5-7-13-19(17)20/h1-13,20-21H,14H2,(H,24,27)(H,25,26)/t21-/m0/s1
• InChIKey: PCJHOCNJLMFYCV-NRFANRHFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-2-phenylacetic acid
• IUPAC Traditional name: (S)-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}(phenyl)acetic acid
• Synonyms: Fmoc-L-α-phenylglycine; Fmoc-Phg-OH; (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-phenylacetic acid; Fmoc-L-phenylglycine; Fmoc-L-α-苯基甘氨酸

Database IDs

• CAS Number: 102410-65-1
• MDL Number: MFCD00155632
• Beilstein Number: 5309005
• PubChem SID: 161002010; 24871109
• PubChem CID: 7269367

CALCULATED PROPERTIES

• Acid pKa: 3.7060661
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.620036
• LogD (pH = 7.4): 1.1099627
• Log P: 4.4129825
• Molar Refractivity: 104.4411 cm^3
• Polarizability: 41.751896 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D +81±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: ≥98.0% (HPLC); 95+%
• Empirical Formula (Hill Notation): C23H19NO4

DETAILS

Sigma Aldrich - 47531

Packaging
5 g in poly bottle