4-nitrophenyl (2R)-2-{[(benzyloxy)carbonyl]amino}hexanoate

• ChemBase ID: 152073
• Molecular Formular: C20H22N2O6
• Molecular Mass: 386.39848
• Monoisotopic Mass: 386.14778643
• SMILES: CCCC[C@H](C(=O)Oc1ccc(cc1)[N+](=O)[O-])NC(=O)OCc1ccccc1
• Canonical SMILES: CCCC[C@H](C(=O)Oc1ccc(cc1)[N+](=O)[O-])NC(=O)OCc1ccccc1
• InChI: InChI=1S/C20H22N2O6/c1-2-3-9-18(21-20(24)27-14-15-7-5-4-6-8-15)19(23)28-17-12-10-16(11-13-17)22(25)26/h4-8,10-13,18H,2-3,9,14H2,1H3,(H,21,24)/t18-/m1/s1
• InChIKey: UFQPOFZGPUCSGU-GOSISDBHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-nitrophenyl (2R)-2-{[(benzyloxy)carbonyl]amino}hexanoate
• IUPAC Traditional name: 4-nitrophenyl (2R)-2-{[(benzyloxy)carbonyl]amino}hexanoate
• Synonyms: Z-D-norleucine 4-nitrophenyl ester; Z-D-Nle-ONp; Z-D-正亮氨酸 4-硝基苯酯

Database IDs

• CAS Number: 31062-20-1
• MDL Number: MFCD00057617
• Beilstein Number: 6827081
• PubChem SID: 24890371; 162246218
• PubChem CID: 7016040

CALCULATED PROPERTIES

• Acid pKa: 12.711066
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 4.739396
• LogD (pH = 7.4): 4.739394
• Log P: 4.739396
• Molar Refractivity: 101.7747 cm^3
• Polarizability: 39.20217 Å^3
• Polar Surface Area: 110.45 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 63-67 °C
• Optical Rotation: [α]20/D +26±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: 2-8°C

Product Information

• Purity: ≥98.0% (calc. based on dry substance, C/N)
• Grade: purum
• Empirical Formula (Hill Notation): C20H22N2O6