2,5-dioxopyrrolidin-1-yl (2S,3S)-2-{[(benzyloxy)carbonyl]amino}-3-methylpentanoate

• ChemBase ID: 131829
• Molecular Formular: C18H22N2O6
• Molecular Mass: 362.37708
• Monoisotopic Mass: 362.14778643
• SMILES: CC[C@H](C)[C@@H](C(=O)ON1C(=O)CCC1=O)NC(=O)OCc1ccccc1
• Canonical SMILES: CC[C@@H]([C@@H](C(=O)ON1C(=O)CCC1=O)NC(=O)OCc1ccccc1)C
• InChI: InChI=1S/C18H22N2O6/c1-3-12(2)16(17(23)26-20-14(21)9-10-15(20)22)19-18(24)25-11-13-7-5-4-6-8-13/h4-8,12,16H,3,9-11H2,1-2H3,(H,19,24)/t12-,16-/m0/s1
• InChIKey: XQPVVBMUTQVELT-LRDDRELGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl (2S,3S)-2-{[(benzyloxy)carbonyl]amino}-3-methylpentanoate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl (2S,3S)-2-{[(benzyloxy)carbonyl]amino}-3-methylpentanoate
• Synonyms: Z-Ile-OSu; Z-L-isoleucine hydroxysuccinimide ester; N-Cbz-L-isoleucine N-hydroxysuccinimide ester; Z-Ile-OSu; N-Cbz-L-异亮氨酸 N-羟基琥珀酰亚胺酯; Z-L-异亮氨酸羟基琥珀酰亚胺酯

Database IDs

• CAS Number: 3391-99-9
• EC Number: 222-228-1
• MDL Number: MFCD00079002
• Beilstein Number: 3569892
• PubChem SID: 162226106; 24890328
• PubChem CID: 13361528

CALCULATED PROPERTIES

• Acid pKa: 13.164198
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.285549
• LogD (pH = 7.4): 2.2855482
• Log P: 2.285549
• Molar Refractivity: 90.3277 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: 111-112 °C
• Optical Rotation: [α]20/D -15.0±0.5°, 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