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

• ChemBase ID: 152513
• Molecular Formular: C22H25NO4
• Molecular Mass: 367.4382
• Monoisotopic Mass: 367.17835829
• SMILES: CC[C@H](C)[C@@H](C(=O)O)N(C)C(=O)OCC1c2ccccc2c2c1cccc2
• Canonical SMILES: CC[C@@H]([C@H](N(C(=O)OCC1c2ccccc2c2c1cccc2)C)C(=O)O)C
• InChI: InChI=1S/C22H25NO4/c1-4-14(2)20(21(24)25)23(3)22(26)27-13-19-17-11-7-5-9-15(17)16-10-6-8-12-18(16)19/h5-12,14,19-20H,4,13H2,1-3H3,(H,24,25)/t14-,20-/m0/s1
• InChIKey: IQIOLCJHRZWOLS-XOBRGWDASA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 138775-22-1
• MDL Number: MFCD00153389
• Beilstein Number: 7548444
• PubChem SID: 24871192; 162246658
• PubChem CID: 15433034

CALCULATED PROPERTIES

• Acid pKa: 3.9529855
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.0463884
• LogD (pH = 7.4): 1.4156446
• Log P: 4.601057
• Molar Refractivity: 103.0704 cm^3
• Polarizability: 41.36471 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 -59±2°, c = 1% in DMF

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (sum of enantiomers, HPLC)
• Empirical Formula (Hill Notation): C22H25NO4

DETAILS

Sigma Aldrich - 47596

Packaging
1 g in poly bottle