Ethyl (2R,4R)-4-Methylpipecolate

• CAT Number: R054571
• CAS Number: 74892-82-3
• Molecular Formula: C9H17NO2
• Molecular Weight: 171.24
• Purity: ≥95%
• Synonyms: (2R-trans)-4-Methyl-2-piperidinecarboxylic Acid Ethyl Ester; Ethyl (2R,4R)-4-Methyl-2-?piperidinecarboxylate; (2R,4R)-4-Methyl-2-piperidinecarboxylic Acid Ethyl Ester
• Storage: Store at +4C
• IUPAC Name: ethyl (2R,4R)-4-methylpiperidine-2-carboxylate
• 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-/m1/s1
• InChIKey: GHBNOCBWSUHAAA-HTQZYQBOSA-N
• SMILES: CCOC(=O)[C@H]1C[C@@H](CCN1)C

Ethyl (2R,4R)-4-methylpipecolate（Cat No.:R054571）is a chiral, nitrogen-containing heterocyclic compound derived from pipecolic acid. It features an ethyl ester and a methyl substituent at the 4-position, with stereocenters in the (2R,4R) configuration. This compound serves as a valuable building block in asymmetric synthesis and pharmaceutical research, often used to introduce conformationally restricted, stereochemically defined units into bioactive molecules. Its cyclic structure enhances metabolic stability and receptor binding properties. Ethyl (2R,4R)-4-methylpipecolate is particularly useful in designing peptidomimetics and CNS-targeted agents, supporting structure–activity relationship (SAR) studies and drug optimization.