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

• ChemBase ID: 152356
• Molecular Formular: C15H16N2O6
• Molecular Mass: 320.29734
• Monoisotopic Mass: 320.10083624
• SMILES: C[C@@H](C(=O)ON1C(=O)CCC1=O)NC(=O)OCc1ccccc1
• Canonical SMILES: C[C@@H](C(=O)ON1C(=O)CCC1=O)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C15H16N2O6/c1-10(14(20)23-17-12(18)7-8-13(17)19)16-15(21)22-9-11-5-3-2-4-6-11/h2-6,10H,7-9H2,1H3,(H,16,21)/t10-/m0/s1
• InChIKey: OFIYNISEFIEQBC-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl (2S)-2-{[(benzyloxy)carbonyl]amino}propanoate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl (2S)-2-{[(benzyloxy)carbonyl]amino}propanoate
• Synonyms: Z-L-alanine hydroxysuccinimide ester; Z-Ala-OSu; Z-Ala-OSu; N-苄氧羰基-L-丙氨酸 N-羟基琥珀酰亚胺酯

Database IDs

• CAS Number: 3401-36-3
• MDL Number: MFCD00053548
• Beilstein Number: 766066
• PubChem SID: 162246501; 24890210
• PubChem CID: 837751

CALCULATED PROPERTIES

• Acid pKa: 13.024549
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.9534849
• LogD (pH = 7.4): 0.953484
• Log P: 0.95348495
• Molar Refractivity: 76.7311 cm^3
• Polarizability: 30.267296 Å^3
• Polar Surface Area: 102.01 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 119-123 °C
• Optical Rotation: [α]20/D -39±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: ≥98.0% (calc. based on dry substance, C/N); 95+%
• Empirical Formula (Hill Notation): C15H16N2O6

DETAILS

Sigma Aldrich - 95870

Packaging
5 g in glass bottle