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

• ChemBase ID: 131340
• Molecular Formular: C21H23NO4
• Molecular Mass: 353.41162
• Monoisotopic Mass: 353.16270822
• SMILES: CC[C@H](C)[C@@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2
• Canonical SMILES: CC[C@@H]([C@@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2)C
• InChI: InChI=1S/C21H23NO4/c1-3-13(2)19(20(23)24)22-21(25)26-12-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,13,18-19H,3,12H2,1-2H3,(H,22,25)(H,23,24)/t13-,19-/m0/s1
• InChIKey: QXVFEIPAZSXRGM-DJJJIMSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-methylpentanoic acid
• IUPAC Traditional name: (2S,3S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-methylpentanoic acid
• Synonyms: Fmoc-Ile-OH; N-(9-Fluorenylmethoxycarbonyl)-L-isoleucine; Fmoc-L-isoleucine; Fmoc-Ile-OH; N-Fmoc-L-isoleucine; N-(9-芴甲氧羰基)-L-异亮氨酸; Fmoc-L-异亮氨酸; N-Fmoc-L-异亮氨酸

Database IDs

• CAS Number: 71989-23-6
• EC Number: 276-255-9
• MDL Number: MFCD00037125
• Beilstein Number: 4716717
• PubChem SID: 162225618; 24871232
• PubChem CID: 2724629

CALCULATED PROPERTIES

• Acid pKa: 3.9078362
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.779238
• LogD (pH = 7.4): 1.1678559
• Log P: 4.377381
• Molar Refractivity: 98.1737 cm^3
• Polarizability: 39.52138 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 145-147 °C(lit.); 146-148°C
• Optical Rotation: [α]20/D -12±1°, c = 1% in DMF; [α]20/D -12°, c = 1 in DMF

Safety Information

• German water hazard class: 3
• Safety Statements: 22-24/25
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ≥98.0% (T); 98%
• Empirical Formula (Hill Notation): C21H23NO4

DETAILS

Sigma Aldrich - 47628

Packaging
50 g in glass bottle