2-methoxyethyl (2S)-2-[(4-nitrophenoxycarbonyl)amino]-3-phenylpropanoate

• ChemBase ID: 156333
• Molecular Formular: C19H20N2O7
• Molecular Mass: 388.3713
• Monoisotopic Mass: 388.12705099
• SMILES: COCCOC(=O)[C@H](Cc1ccccc1)NC(=O)Oc1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: COCCOC(=O)[C@H](Cc1ccccc1)NC(=O)Oc1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C19H20N2O7/c1-26-11-12-27-18(22)17(13-14-5-3-2-4-6-14)20-19(23)28-16-9-7-15(8-10-16)21(24)25/h2-10,17H,11-13H2,1H3,(H,20,23)/t17-/m0/s1
• InChIKey: ZSOUYIBYVUBOGT-KRWDZBQOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methoxyethyl (2S)-2-[(4-nitrophenoxycarbonyl)amino]-3-phenylpropanoate
• IUPAC Traditional name: 2-methoxyethyl (2S)-2-[(4-nitrophenoxycarbonyl)amino]-3-phenylpropanoate
• Synonyms: N-(4-Nitrophenoxycarbonyl)-L-phenylalanine 2-methoxyethyl ester; (S)-NIFE; N-(4-硝基苯氧基羰基)-L-苯基丙氨酸2-甲氧基乙酯

Database IDs

• CAS Number: 328406-65-1
• MDL Number: MFCD04974576
• PubChem SID: 24889430; 162250471
• PubChem CID: 16218750

CALCULATED PROPERTIES

• Acid pKa: 14.287838
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 3.212614
• LogD (pH = 7.4): 3.2126138
• Log P: 3.212614
• Molar Refractivity: 99.0986 cm^3
• Polarizability: 38.104717 Å^3
• Polar Surface Area: 119.68 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0%; ≥98.0% (HPLC)
• Grade: for chiral derivatization
• Empirical Formula (Hill Notation): C19H20N2O7

DETAILS

Sigma Aldrich - 91018

Other Notes
New chiral derivatizing agent for amino acid analysis by HPLC1,2; derivatization of secondary amino acids3