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

• ChemBase ID: 39556
• Molecular Formular: C21H23NO4
• Molecular Mass: 353.41162
• Monoisotopic Mass: 353.16270822
• SMILES: N([C@@H](C(C)C)C(=O)O)(C)C(=O)OCC1c2c(c3c1cccc3)cccc2
• Canonical SMILES: CC([C@H](N(C(=O)OCC1c2ccccc2c2c1cccc2)C)C(=O)O)C
• InChI: InChI=1S/C21H23NO4/c1-13(2)19(20(23)24)22(3)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,12H2,1-3H3,(H,23,24)/t19-/m0/s1
• InChIKey: YCXXXPZNQXXRIG-IBGZPJMESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl](methyl)amino}-3-methylbutanoic acid
• IUPAC Traditional name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl](methyl)amino}-3-methylbutanoic acid
• Synonyms: Fmoc-Nalpha-methyl-L-valine; Fmoc-N-methyl-L-valine; Fmoc-N-Me-Val-OH; (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-methylbutanoic acid; Fmoc-N-甲基-L-缬氨酸

Database IDs

• CAS Number: 84000-11-3
• MDL Number: MFCD00153395
• Beilstein Number: 4560212
• PubChem SID: 161002863; 24871197
• PubChem CID: 978328

CALCULATED PROPERTIES

• Acid pKa: 3.904848
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.5554657
• LogD (pH = 7.4): 0.9454086
• Log P: 4.1564884
• Molar Refractivity: 98.4694 cm^3
• Polarizability: 39.52138 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 187-190 °C
• Optical Rotation: [α]20/D -68.0±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% (sum of enantiomers, HPLC); 95+%
• Empirical Formula (Hill Notation): C21H23NO4

DETAILS

Sigma Aldrich - 47599

Packaging
1 g in poly bottle