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

• ChemBase ID: 152223
• Molecular Formular: C20H20N2O5
• Molecular Mass: 368.3832
• Monoisotopic Mass: 368.13722175
• SMILES: c1ccc2c(c1)c1ccccc1C2COC(=O)N[C@@H](CCC(=O)N)C(=O)O
• Canonical SMILES: NC(=O)CC[C@@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C20H20N2O5/c21-18(23)10-9-17(19(24)25)22-20(26)27-11-16-14-7-3-1-5-12(14)13-6-2-4-8-15(13)16/h1-8,16-17H,9-11H2,(H2,21,23)(H,22,26)(H,24,25)/t17-/m0/s1
• InChIKey: IZKGGDFLLNVXNZ-KRWDZBQOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-4-carbamoyl-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}butanoic acid
• IUPAC Traditional name: (2S)-4-carbamoyl-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}butanoic acid
• Synonyms: Fmoc-L-glutamine; Fmoc-Gln-OH; Fmoc-L-谷氨酰胺

Database IDs

• CAS Number: 71989-20-3
• EC Number: 276-254-3
• MDL Number: MFCD00037137
• Beilstein Number: 4722773
• PubChem SID: 162246368; 24871229
• PubChem CID: 2724775

CALCULATED PROPERTIES

• Acid pKa: 3.6955273
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.08208804
• LogD (pH = 7.4): -1.4220494
• Log P: 1.8852237
• Molar Refractivity: 97.1897 cm^3
• Polarizability: 38.89498 Å^3
• Polar Surface Area: 118.72 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 220 °C (dec.)(lit.)
• Optical Rotation: [α]20/D -19.0±1°, 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: -20°C; 2-8°C

Product Information

• Purity: ≥95.0% (T)
• Empirical Formula (Hill Notation): C20H20N2O5

DETAILS

Sigma Aldrich - 47626

Packaging
5 g in glass bottle