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

• ChemBase ID: 101917
• Molecular Formular: C20H21NO4
• Molecular Mass: 339.38504
• Monoisotopic Mass: 339.14705816
• SMILES: C1(c2c(c3c1cccc3)cccc2)COC(=O)N[C@H](C(=O)O)C(C)C
• Canonical SMILES: O=C(N[C@H](C(=O)O)C(C)C)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C20H21NO4/c1-12(2)18(19(22)23)21-20(24)25-11-17-15-9-5-3-7-13(15)14-8-4-6-10-16(14)17/h3-10,12,17-18H,11H2,1-2H3,(H,21,24)(H,22,23)/t18-/m0/s1
• InChIKey: UGNIYGNGCNXHTR-SFHVURJKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-methylbutanoic acid
• IUPAC Traditional name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-methylbutanoic acid
• Synonyms: Fmoc-L-valine; Fmoc-Val-OH; Fmoc-L-Valine; (S)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]valine; Fmoc-Val-OH; N-(9-Fluorenylmethoxycarbonyl)-L-valine; N-α-FMOC-L-VALINE; N-Fmoc-L-valine; N-(9-芴甲氧羰基)-L-缬氨酸; Fmoc-L-缬氨酸; N-Fmoc-L-缬氨酸

Database IDs

• CAS Number: 68858-20-8
• EC Number: 272-515-0
• MDL Number: MFCD00037124
• Beilstein Number: 2177443
• PubChem SID: 24871247; 162088174; 24865586
• PubChem CID: 688217

CALCULATED PROPERTIES

• Acid pKa: 3.8553767
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.28408
• LogD (pH = 7.4): 0.69673896
• Log P: 3.9328122
• Molar Refractivity: 93.5727 cm^3
• Polarizability: 37.678387 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 142-147°C; 143-145 °C(lit.); 143-147 °C
• Optical Rotation: [α]20/D -17±1°, c = 1% in DMF; [α]20/D -17°, c = 1 in DMF; -17 (c=1 in DMF)

Safety Information

• Storage Condition: 0°C
• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (HPLC); 97%; 98%
• Empirical Formula (Hill Notation): C20H21NO4

DETAILS

Sigma Aldrich - 47638

Packaging
50 g in glass bottle