(2R)-3-carbamoyl-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid

• ChemBase ID: 152679
• Molecular Formular: C19H18N2O5
• Molecular Mass: 354.35662
• Monoisotopic Mass: 354.12157169
• SMILES: c1ccc2c(c1)c1ccccc1C2COC(=O)N[C@H](CC(=O)N)C(=O)O
• Canonical SMILES: NC(=O)C[C@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C19H18N2O5/c20-17(22)9-16(18(23)24)21-19(25)26-10-15-13-7-3-1-5-11(13)12-6-2-4-8-14(12)15/h1-8,15-16H,9-10H2,(H2,20,22)(H,21,25)(H,23,24)/t16-/m1/s1
• InChIKey: YUGBZNJSGOBFOV-MRXNPFEDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-3-carbamoyl-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
• IUPAC Traditional name: (2R)-3-carbamoyl-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
• Synonyms: Fmoc-D-asparagine; Fmoc-D-Asn-OH; Fmoc-D-天冬酰胺

Database IDs

• CAS Number: 108321-39-7
• MDL Number: MFCD00062956
• Beilstein Number: 8510210
• PubChem SID: 24871002; 162246822
• PubChem CID: 6992524

CALCULATED PROPERTIES

• Acid pKa: 3.6297421
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.2700957
• LogD (pH = 7.4): -1.7358656
• Log P: 1.5965626
• Molar Refractivity: 92.4347 cm^3
• Polarizability: 37.05688 Å^3
• Polar Surface Area: 118.72 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ~185 °C (dec.)
• Optical Rotation: [α]20/D +11.9±1.5°, 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: 2-8°C

Product Information

• Purity: ≥98.0% (HPLC)
• Empirical Formula (Hill Notation): C19H18N2O5