2,5-dioxopyrrolidin-1-yl (2S)-2-{[(benzyloxy)carbonyl]amino}-4-methylpentanoate

• ChemBase ID: 156721
• Molecular Formular: C18H22N2O6
• Molecular Mass: 362.37708
• Monoisotopic Mass: 362.14778643
• SMILES: CC(C)C[C@@H](C(=O)ON1C(=O)CCC1=O)NC(=O)OCc1ccccc1
• Canonical SMILES: CC(C[C@@H](C(=O)ON1C(=O)CCC1=O)NC(=O)OCc1ccccc1)C
• InChI: InChI=1S/C18H22N2O6/c1-12(2)10-14(17(23)26-20-15(21)8-9-16(20)22)19-18(24)25-11-13-6-4-3-5-7-13/h3-7,12,14H,8-11H2,1-2H3,(H,19,24)/t14-/m0/s1
• InChIKey: YHZUOMRURVTBMO-AWEZNQCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl (2S)-2-{[(benzyloxy)carbonyl]amino}-4-methylpentanoate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl (2S)-2-{[(benzyloxy)carbonyl]amino}-4-methylpentanoate
• Synonyms: N-Cbz-L-leucine N-hydroxysuccinimide ester; Z-L-leucine hydroxysuccinimide ester; Z-Leu-OSu; Z-Leu-OSu; N-Cbz-L-亮氨酸 N-羟基琥珀酰亚胺酯; Z-L-亮氨酸羟基琥珀酰亚胺酯

Database IDs

• CAS Number: 3397-35-1
• EC Number: 222-256-4
• MDL Number: MFCD00042759
• Beilstein Number: 1555663
• PubChem SID: 162250858; 24890344
• PubChem CID: 11089751

CALCULATED PROPERTIES

• Acid pKa: 13.181124
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.207595
• LogD (pH = 7.4): 2.2075944
• Log P: 2.207595
• Molar Refractivity: 90.4047 cm^3
• Polarizability: 35.742462 Å^3
• Polar Surface Area: 102.01 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 118-120 °C
• Optical Rotation: [α]20/D -34±1°, c = 1% in dioxane

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: 95+%
• Empirical Formula (Hill Notation): C18H22N2O6