4-nitrophenyl (2S,3S)-2-{[(benzyloxy)carbonyl]amino}-3-methylpentanoate

• ChemBase ID: 152255
• Molecular Formular: C20H22N2O6
• Molecular Mass: 386.39848
• Monoisotopic Mass: 386.14778643
• SMILES: CC[C@H](C)[C@@H](C(=O)Oc1ccc(cc1)[N+](=O)[O-])NC(=O)OCc1ccccc1
• Canonical SMILES: CC[C@@H]([C@@H](C(=O)Oc1ccc(cc1)[N+](=O)[O-])NC(=O)OCc1ccccc1)C
• InChI: InChI=1S/C20H22N2O6/c1-3-14(2)18(21-20(24)27-13-15-7-5-4-6-8-15)19(23)28-17-11-9-16(10-12-17)22(25)26/h4-12,14,18H,3,13H2,1-2H3,(H,21,24)/t14-,18-/m0/s1
• InChIKey: NJDZCCJYUBNBMK-KSSFIOAISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-nitrophenyl (2S,3S)-2-{[(benzyloxy)carbonyl]amino}-3-methylpentanoate
• IUPAC Traditional name: 4-nitrophenyl (2S,3S)-2-{[(benzyloxy)carbonyl]amino}-3-methylpentanoate
• Synonyms: Z-L-isoleucine 4-nitrophenyl ester; Z-Ile-ONp; Z-Ile-ONp; Z-L-异亮氨酸 4-硝基苯酯

Database IDs

• CAS Number: 2130-99-6
• MDL Number: MFCD00047727
• Beilstein Number: 3176084
• PubChem SID: 24890333; 162246400
• PubChem CID: 2063382

CALCULATED PROPERTIES

• Acid pKa: 12.776129
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 4.6598
• LogD (pH = 7.4): 4.6597986
• Log P: 4.6598
• Molar Refractivity: 100.6411 cm^3
• Polarizability: 39.20217 Å^3
• Polar Surface Area: 107.77 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (TLC); 95+%
• Empirical Formula (Hill Notation): C20H22N2O6

DETAILS

Sigma Aldrich - 96640

Packaging
5 g in poly bottle