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

• ChemBase ID: 38694
• Molecular Formular: C21H23NO4
• Molecular Mass: 353.41162
• Monoisotopic Mass: 353.16270822
• SMILES: O=C([C@@H](NC(=O)OCC1c2c(c3c1cccc3)cccc2)CCCC)O
• Canonical SMILES: CCCC[C@@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C21H23NO4/c1-2-3-12-19(20(23)24)22-21(25)26-13-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,18-19H,2-3,12-13H2,1H3,(H,22,25)(H,23,24)/t19-/m0/s1
• InChIKey: VCFCFPNRQDANPN-IBGZPJMESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hexanoic acid
• IUPAC Traditional name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hexanoic acid
• Synonyms: Fmoc-Nle-OH; Fmoc-L-Norleucine; Fmoc-Nle-OH; N-Fmoc-L-norleucine; Fmoc-L-2-aminocaproic acid; (S)-2-(Fmoc-amino)caproic acid; (S)-2-(Fmoc-amino)hexanoic acid; N-(9-Fluorenylmethoxycarbonyl)-L-norleucine; Fmoc-L-norleucine; (S)-2-(9H-芴甲氧羰基氨基)己酸; (S)-2-(Fmoc-氨基)己酸; N-Fmoc-L-正亮氨酸; Fmoc-L-正亮氨酸; N-Fmoc--L-正亮氨酸

Database IDs

• CAS Number: 77284-32-3
• MDL Number: MFCD00037537
• Beilstein Number: 5305164
• PubChem SID: 24869535; 24871314; 161002001
• PubChem CID: 7009636

CALCULATED PROPERTIES

• Acid pKa: 3.911652
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.8625107
• LogD (pH = 7.4): 1.2494445
• Log P: 4.456977
• Molar Refractivity: 98.3031 cm^3
• Polarizability: 39.52138 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 140-142°C; 141-144 °C(lit.)
• Optical Rotation: [α]20/D -18.5°, c = 1 in DMF; [α]20/D -18±1°, c = 1% in DMF

Safety Information

• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false; 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% (sum of enantiomers, HPLC); 97%; 98%
• Empirical Formula (Hill Notation): C21H23NO4

DETAILS

Sigma Aldrich - 47692

Packaging
1 g in glass bottle