tert-butyl 2,4-dioxo-1,3,8-triazaspiro[4.5]decane-8-carboxylate

• ChemBase ID: 65286
• Molecular Formular: C12H19N3O4
• Molecular Mass: 269.29696
• Monoisotopic Mass: 269.1375561
• SMILES: C12(CCN(CC1)C(=O)OC(C)(C)C)C(=O)NC(=O)N2
• Canonical SMILES: O=C(N1CCC2(CC1)NC(=O)NC2=O)OC(C)(C)C
• InChI: InChI=1S/C12H19N3O4/c1-11(2,3)19-10(18)15-6-4-12(5-7-15)8(16)13-9(17)14-12/h4-7H2,1-3H3,(H2,13,14,16,17)
• InChIKey: DHJXKTPWDXJQEK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl 2,4-dioxo-1,3,8-triazaspiro[4.5]decane-8-carboxylate
• IUPAC Traditional name: tert-butyl 2,4-dioxo-1,3,8-triazaspiro[4.5]decane-8-carboxylate
• Synonyms: 2,4-Dioxo-1,3,8-triazaspiro[4.5]decane-8-carboxylic acid tert-butyl ester; 2,4-Dioxo-1,3,8-triazaspiro[4.5]decane-8-carboxylic Acid 1,1-Dimethylethyl Ester; tert-Butyl 2,4-Dioxo-1,3,8-triazaspiro[4.5]decane-8-carboxylate; 1-t-Boc-piperidine-4-spiro-5'-hydantoin; tert-butyl 2,4-dioxo-1,3,8-triazaspiro[4.5]decane-8-carboxylate

Database IDs

• CAS Number: 183673-70-3
• MDL Number: MFCD03425517
• PubChem SID: 162031025
• PubChem CID: 3629994

CALCULATED PROPERTIES

• Acid pKa: 10.180964
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.29513103
• LogD (pH = 7.4): -0.29583243
• Log P: -0.29512206
• Molar Refractivity: 66.2374 cm^3
• Polarizability: 25.830112 Å^3
• Polar Surface Area: 87.74 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: Off-White Powder
• Melting Point: 242-244°C
• Hydrophobicity(logP): -0.186

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95%; 97%

DETAILS

Toronto Research Chemicals - B663215

A cyclic α,α-disubstituted amino acid for preparation of water-soluble highly helical peptides.

REFERENCES

• Bleicher, K., et al.: Bioorg. Med. Chem. Lett., 12, 2519 (2002)
• Teno, N., et al.: J. Med. Chem., 51, 5459 (2002)