Tert-butyl 4-aminocyclohexane-1-carboxylate

• CAT Number: L018551
• CAS Number: 1022159-15-4
• Molecular Formula: C11H21NO2
• Molecular Weight: 199.29
• Purity: ≥95%
• IUPAC Name: tert-butyl 4-aminocyclohexane-1-carboxylate
• InChI: InChI=1S/C11H21NO2/c1-11(2,3)14-10(13)8-4-6-9(12)7-5-8/h8-9H,4-7,12H2,1-3H3
• InChIKey: XDTZRQLZSNTGSM-UHFFFAOYSA-N
• SMILES: CC(C)(C)OC(=O)C1CCC(CC1)N

Tert-butyl 4-aminocyclohexane-1-carboxylate(CAT: L018551) is a versatile intermediate commonly used in medicinal chemistry and peptide synthesis. Featuring a cyclohexane ring substituted with an amino group and a tert-butyl-protected carboxylic acid, this compound provides conformational flexibility and functional group orthogonality for selective derivatization. The tert-butyl ester moiety serves as a protecting group, allowing for acid-labile deprotection during multi-step synthesis. It is particularly valuable in constructing sp³-rich scaffolds, β-amino acids, and cyclic peptidomimetics. Its steric bulk and hydrophobic character contribute to its use in drug design, where modulation of solubility, permeability, and metabolic stability are critical for optimizing bioactive compounds.