Description

(R)-Tert-butyl 4-amino-3,3-dimethylpiperidine-1-carboxylate (CAS: 1357600-61-3) is a high-purity chiral building block widely utilized in pharmaceutical research and organic synthesis. This compound, with the molecular formula C₁₂H₂₄N₂O₂, features a stereospecific (R)-configuration and a tert-butoxycarbonyl (Boc) protecting group, making it ideal for peptide coupling, medicinal chemistry, and asymmetric synthesis applications. Its rigid piperidine scaffold with dimethyl substitution enhances conformational stability, while the Boc group ensures compatibility with acid-sensitive intermediates. Supplied as a white to off-white crystalline solid, it is rigorously characterized by HPLC, NMR, and MS to guarantee ≥95% chemical and enantiomeric purity. Store under inert conditions at 2-8°C for prolonged stability.

Properties

• CAS Number: 1357600-61-3
• Complexity: 269
• IUPAC Name: tert-butyl (4R)-4-amino-3,3-dimethyl-piperidine-1-carboxylate
• InChI: InChI=1S/C12H24N2O2/c1-11(2,3)16-10(15)14-7-6-9(13)12(4,5)8-14/h9H,6-8,13H2,1-5H3/t9-/m1/s1
• InChI Key: MNJCZOJFFXXZKR-SECBINFHSA-N
• Exact Mass: 228.183778013
• Molecular Formula: C12H24N2O2
• Molecular Weight: 228.33
• SMILES: CC1(CN(CC[C@H]1N)C(=O)OC(C)(C)C)C
• Topological: 55.6
• Monoisotopic Mass: 228.183778013
• Synonyms: 1357600-61-3, (R)-TERT-BUTYL 4-AMINO-3,3-DIMETHYLPIPERIDINE-1-CARBOXYLATE, (R)-4-amino-3,3-dimethyl-piperidine-1-carboxylic acid tert-butyl ester, TERT-BUTYL (4R)-4-AMINO-3,3-DIMETHYLPIPERIDINE-1-CARBOXYLATE, MFCD27991442, MNJCZOJFFXXZKR-SECBINFHSA-N, SCHEMBL4180649, AKOS026670564, AS-42705, CS-0137896, (4R)-1-Boc-4-amino-3,3-dimethylpiperidine, t-Butyl (4R)-4-amino-3,3-dimethylpiperidine-1-carboxylate, tert-butyl (R)-4-amino-3,3-dimethylpiperidine-1-carboxylate, (R)-TERT-BUTYL4-AMINO-3,3-DIMETHYLPIPERIDINE-1-CARBOXYLATE

(R)-Tert-butyl 4-amino-3,3-dimethylpiperidine-1-carboxylate serves as a key intermediate in the synthesis of bioactive molecules, particularly in the development of chiral ligands and protease inhibitors. Its sterically hindered structure is valuable for modulating pharmacokinetic properties in drug candidates. Researchers employ this compound in fragment-based drug design (FBDD) and as a precursor for novel CNS-active compounds due to its piperidine core.

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