ethyl (2R,4S)-4-methylpiperidine-2-carboxylate

• ChemBase ID: 168647
• Molecular Formular: C9H17NO2
• Molecular Mass: 171.23678
• Monoisotopic Mass: 171.12592879
• SMILES: C1CN[C@H](C[C@H]1C)C(=O)OCC
• Canonical SMILES: CCOC(=O)[C@@H]1NCC[C@@H](C1)C
• InChI: InChI=1S/C9H17NO2/c1-3-12-9(11)8-6-7(2)4-5-10-8/h7-8,10H,3-6H2,1-2H3/t7-,8+/m0/s1
• InChIKey: GHBNOCBWSUHAAA-JGVFFNPUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (2R,4S)-4-methylpiperidine-2-carboxylate
• IUPAC Traditional name: ethyl (2R,4S)-4-methylpiperidine-2-carboxylate
• Synonyms: (2S,4S)-4-Methyl-2-piperidinecarboxylic Acid Ethyl Ester; (2S-trans)-4-Methyl-2-piperidinecarboxylic Acid Ethyl Ester; Ethyl (2S,4S)-4-Methylpipecolate; (2R,4S)-4-Methyl-2-piperidinecarboxylic Acid Ethyl Ester; (2R-cis)-4-Methyl-2-piperidinecarboxylic Acid Ethyl Ester; Ethyl (2R,4S)-4-Methylpipecolate

Database IDs

• CAS Number: 78306-52-2; 79199-61-4
• PubChem SID: 162262779
• PubChem CID: 15697774

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.06436407
• LogD (pH = 7.4): 1.0813448
• Log P: 1.1371484
• Molar Refractivity: 46.7316 cm^3
• Polarizability: 18.871552 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E924635

Ethyl (2R,4S)-4-Methylpipecolate is an intermediate in the preparation of Argatroban (A769000).

Toronto Research Chemicals - E924645

Ethyl (2S,4S)-4-Methylpipecolate is an intermediate in the preparation of Argatroban (A769000).

REFERENCES

• Hilpert, K. et al.: J. Med. Chem., 37, 3889 (1994)
• Kim, K. et al.: Med. Chem. Res., 6, 377 (1994)
• Hilpert, K. et al.: J. Med. Chem., 37, 3889 (1994)
• Kim, K. et al.: Med. Chem. Res., 6, 377 (1994)