tert-butyl (2S,5R)-2,5-dimethylpiperazine-1-carboxylate

• ChemBase ID: 162485
• Molecular Formular: C11H22N2O2
• Molecular Mass: 214.30458
• Monoisotopic Mass: 214.16812795
• SMILES: C1N[C@@H](CN([C@H]1C)C(=O)OC(C)(C)C)C
• Canonical SMILES: C[C@H]1NC[C@@H](N(C1)C(=O)OC(C)(C)C)C
• InChI: InChI=1S/C11H22N2O2/c1-8-7-13(9(2)6-12-8)10(14)15-11(3,4)5/h8-9,12H,6-7H2,1-5H3/t8-,9+/m1/s1
• InChIKey: PGZCVLUQTJRRAA-BDAKNGLRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl (2S,5R)-2,5-dimethylpiperazine-1-carboxylate
• IUPAC Traditional name: tert-butyl (2S,5R)-2,5-dimethylpiperazine-1-carboxylate
• Synonyms: (2S,5R)-2,5-Dimethyl-1-piperazinecarboxylic Acid 1,1-Dimethylethyl Ester; (2S,5R)-1-Boc-2,5-dimethylpiperazine

Database IDs

• CAS Number: 548762-66-9
• PubChem SID: 162256620
• PubChem CID: 11745988

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -1.0662752
• LogD (pH = 7.4): 0.6675533
• Log P: 1.3875363
• Molar Refractivity: 59.2815 cm^3
• Polarizability: 23.692034 Å^3
• Polar Surface Area: 41.57 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B648450

An intermediate used in the synthesis of a series of derivatives of the 4-fluorobenzyl dimethylpiperazine-indole class of p38α MAP kinase inhibitors with improved pharmacokinetic properties.An intermediate used in the enantioselective synthesis of (-)-1-a

REFERENCES

• Tan, X., et al.: Bioorg. Med. Chem. Lett., 20, 828 (2010)
• Janetka, J., et al.: J. Org. Chem., 68, 3976 (2010)