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

• ChemBase ID: 152478
• Molecular Formular: C14H14N2O6
• Molecular Mass: 306.27076
• Monoisotopic Mass: 306.08518618
• SMILES: c1ccc(cc1)COC(=O)NCC(=O)ON1C(=O)CCC1=O
• Canonical SMILES: O=C(OCc1ccccc1)NCC(=O)ON1C(=O)CCC1=O
• InChI: InChI=1S/C14H14N2O6/c17-11-6-7-12(18)16(11)22-13(19)8-15-14(20)21-9-10-4-2-1-3-5-10/h1-5H,6-9H2,(H,15,20)
• InChIKey: WSCWXNZWFZXKEH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 2-{[(benzyloxy)carbonyl]amino}acetate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 2-{[(benzyloxy)carbonyl]amino}acetate
• Synonyms: Z-glycine N-succinimidyl ester; Z-Gly-OSu; 2,5-Dioxopyrrolidin-1-yl 2-(((benzyloxy)carbonyl)amino)acetate; Z-甘氨酸 N-琥珀酰亚胺酯

Database IDs

• CAS Number: 2899-60-7
• EC Number: 220-789-7
• MDL Number: MFCD00153332
• Beilstein Number: 1552957
• PubChem SID: 162246623; 24890273
• PubChem CID: 76177

CALCULATED PROPERTIES

• Acid pKa: 13.035227
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.38472068
• LogD (pH = 7.4): 0.3847198
• Log P: 0.38472068
• Molar Refractivity: 72.2372 cm^3
• Polarizability: 28.446638 Å^3
• Polar Surface Area: 102.01 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 111-115 °C

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: ≥95.0%; 95+%; 98%
• Empirical Formula (Hill Notation): C14H14N2O6

DETAILS

Sigma Aldrich - 96185

Packaging
25 g in glass bottle