ol

• ChemBase ID: 160372
• Molecular Formular: C10H19N2O3
• Molecular Mass: 215.26946
• Monoisotopic Mass: 215.13956748
• SMILES: N1(C(C[C@@H]([C@H](C1(C)C)C(=O)O)N)(C)C)[O]
• Canonical SMILES: N[C@H]1CC(C)(C)N(C([C@@H]1C(=O)O)(C)C)[O]
• InChI: InChI=1S/C10H19N2O3/c1-9(2)5-6(11)7(8(13)14)10(3,4)12(9)15/h6-7H,5,11H2,1-4H3,(H,13,14)/t6-,7-/m0/s1
• InChIKey: WMLWKMCEFYZLTC-BQBZGAKWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ol
• IUPAC Traditional name: tyrosine(.)
• Synonyms: (3S,4S)-4-Amino-3-carboxy-2,2,6,6-tetramethyl-1-piperidinyloxy; β-TOAC; (3S,4S)-4-Amino-1-oxyl-2,2,6,6-(3R,4R)-tetramethylpiperidine-3-carboxylic Acid

Database IDs

• CAS Number: 691364-98-4
• PubChem SID: 162254507
• PubChem CID: 21860730

CALCULATED PROPERTIES

• Acid pKa: 3.9479215
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -2.549399
• LogD (pH = 7.4): -2.5399182
• Log P: -2.5399005
• Molar Refractivity: 54.8076 cm^3
• Polarizability: 22.216824 Å^3
• Polar Surface Area: 66.56 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A618885

The first spin-labelled, cyclic, chiral β-amino acid resolved in an enantiomerically pure state.

REFERENCES

• Wright, K., et al.: Tetrahedron Letters, 44, 3381 (2003)