2,5-dioxopyrrolidin-1-yl 6-{[(tert-butoxy)carbonyl]amino}hexanoate

• ChemBase ID: 151562
• Molecular Formular: C15H24N2O6
• Molecular Mass: 328.36086
• Monoisotopic Mass: 328.1634365
• SMILES: CC(C)(C)OC(=O)NCCCCCC(=O)ON1C(=O)CCC1=O
• Canonical SMILES: O=C(ON1C(=O)CCC1=O)CCCCCNC(=O)OC(C)(C)C
• InChI: InChI=1S/C15H24N2O6/c1-15(2,3)22-14(21)16-10-6-4-5-7-13(20)23-17-11(18)8-9-12(17)19/h4-10H2,1-3H3,(H,16,21)
• InChIKey: TYJPSIQEEXOQLC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 6-{[(tert-butoxy)carbonyl]amino}hexanoate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 6-[(tert-butoxycarbonyl)amino]hexanoate
• Synonyms: 6-[[(1,1-Dimethylethoxy)carbonyl]amino]hexanoic Acid 2,5-Dioxo-1-pyrrolidinyl Ester; t-Boc-AC-NHS; t-Boc-aminocaproic-N-hydroxysuccinimide; 6-(Boc-amino)caproic acid N-succinimidyl ester; 6-(Boc-amino)hexanoic acid N-succinimidyl ester; Boc-6-Ahx-OSu; 6-(Boc-氨基)己酸N-琥珀酰亚胺酯; 6-(Boc-氨基)羊油酸N-琥珀酰亚胺酯

Database IDs

• CAS Number: 51513-80-5
• MDL Number: MFCD00237379
• Beilstein Number: 1505656
• PubChem SID: 24849621; 162245715
• PubChem CID: 5074016

CALCULATED PROPERTIES

• Acid pKa: 15.213209
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.1290185
• LogD (pH = 7.4): 1.1290184
• Log P: 1.1290185
• Molar Refractivity: 80.0866 cm^3
• Polarizability: 31.732225 Å^3
• Polar Surface Area: 102.01 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMF; Ethyl Acetate
• Apperance: White to Off-White Solid
• Melting Point: 86-87°C; 86-90 °C

Safety Information

• Storage Condition: -20°C Freezer
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 38
• Safety Statements: 36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (TLC)
• Empirical Formula (Hill Notation): C15H24N2O6

DETAILS

Sigma Aldrich - 15661

Other Notes
Linker for preparing fluoroscent probes1,2
Packaging
5 g in poly bottle

REFERENCES

• Li, L., et al.: J. Med. Chem., 47, 5630 (2004)
• Hernout, O., et al.: Bioorg. Med. Chem. Lett., 17, 5758 (2004)