methyl 1-hydroxy-2,2,6,6-tetramethyl-4-oxopiperidine-3-carboxylate

• ChemBase ID: 172914
• Molecular Formular: C11H19NO4
• Molecular Mass: 229.27286
• Monoisotopic Mass: 229.13140809
• SMILES: N1(C(CC(=O)C(C1(C)C)C(=O)OC)(C)C)O
• Canonical SMILES: COC(=O)C1C(=O)CC(N(C1(C)C)O)(C)C
• InChI: InChI=1S/C11H19NO4/c1-10(2)6-7(13)8(9(14)16-5)11(3,4)12(10)15/h8,15H,6H2,1-5H3
• InChIKey: UAYSUDOSGQPQSI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 1-hydroxy-2,2,6,6-tetramethyl-4-oxopiperidine-3-carboxylate
• IUPAC Traditional name: methyl 1-hydroxy-2,2,6,6-tetramethyl-4-oxopiperidine-3-carboxylate
• Synonyms: 3-Carboxymethyl-1-oxyl-2,2,6,6-tetramethyl-4-piperidone; 3-(Methoxycarbonyl)-2,2,6,6-tetramethyl-4-oxo-1-piperidinyloxy

Database IDs

• CAS Number: 77874-89-6
• PubChem SID: 164228824
• PubChem CID: 46782153

CALCULATED PROPERTIES

• Acid pKa: 10.498769
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.9164401
• LogD (pH = 7.4): 0.91610366
• Log P: 0.6831134
• Molar Refractivity: 58.1082 cm^3
• Polarizability: 23.298891 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Yellow to Orange Solid
• Melting Point: 52-60°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - M261665

Intermediate for the synthesis of spin labelled amino acids.

REFERENCES

• Mori, H., et al.: Chem. Pharm. Bull., 28, 3178 (1980)