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

• ChemBase ID: 39550
• Molecular Formular: C22H25NO4
• Molecular Mass: 367.4382
• Monoisotopic Mass: 367.17835829
• SMILES: CC(C[C@H](N(C)C(=O)OCC1c2c(c3c1cccc3)cccc2)C(=O)O)C
• Canonical SMILES: CC(C[C@H](N(C(=O)OCC1c2ccccc2c2c1cccc2)C)C(=O)O)C
• InChI: InChI=1S/C22H25NO4/c1-14(2)12-20(21(24)25)23(3)22(26)27-13-19-17-10-6-4-8-15(17)16-9-5-7-11-18(16)19/h4-11,14,19-20H,12-13H2,1-3H3,(H,24,25)/t20-/m0/s1
• InChIKey: BUJQSIPFDWLNDC-FQEVSTJZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl](methyl)amino}-4-methylpentanoic acid
• IUPAC Traditional name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl](methyl)amino}-4-methylpentanoic acid
• Synonyms: Fmoc-Nalpha-methyl-L-leucine; Fmoc-N-methyl-L-leucine; Fmoc-N-Me-Leu-OH; Fmoc-N-甲基-L-亮氨酸

Database IDs

• CAS Number: 103478-62-2
• MDL Number: MFCD00151933
• Beilstein Number: 3630430
• PubChem SID: 24871194; 161002857
• PubChem CID: 7015835

CALCULATED PROPERTIES

• Acid pKa: 3.956667
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.9719763
• LogD (pH = 7.4): 1.3397084
• Log P: 4.523103
• Molar Refractivity: 103.1474 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

• Melting Point: 113-116 °C
• Optical Rotation: [α]20/D -20.5±0.5°, 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): C22H25NO4

DETAILS

Sigma Aldrich - 47597

Packaging
1 g in poly tube
5 g in poly bottle