Description

tert-Butyl [(1S,3R,5S)-3-(3-aminopyridin-4-yl)-5-methylcyclohexyl]carbamate (CAS No. 1187056-55-8) is a high-purity, stereochemically defined carbamate derivative designed for advanced pharmaceutical and organic synthesis applications. With the molecular formula C₁₇H₂₇N₃O₂, this compound features a tert-butyl carbamate-protected cyclohexylamine scaffold coupled with a 3-aminopyridin-4-yl moiety, offering versatile reactivity for medicinal chemistry and drug discovery. Its precise stereochemistry (1S,3R,5S) ensures optimal selectivity in chiral synthesis. Ideal for researchers developing kinase inhibitors or modulators of protein-protein interactions, this compound is supplied with comprehensive analytical data (HPLC, NMR, MS) to guarantee quality and reproducibility. Store under inert conditions at -20°C for prolonged stability.

Properties

• CAS Number: 1187056-55-8
• Complexity: 381
• IUPAC Name: tert-butyl N-[(1S,3R,5S)-3-(3-amino-4-pyridyl)-5-methyl-cyclohexyl]carbamate
• InChI: InChI=1S/C17H27N3O2/c1-11-7-12(14-5-6-19-10-15(14)18)9-13(8-11)20-16(21)22-17(2,3)4/h5-6,10-13H,7-9,18H2,1-4H3,(H,20,21)/t11-,12+,13-/m0/s1
• InChI Key: IJNVTEQPYTYYLD-XQQFMLRXSA-N
• Exact Mass: 305.21032711
• Molecular Formula: C17H27N3O2
• Molecular Weight: 305.4
• SMILES: C[C@H]1C[C@H](C[C@H](C1)NC(=O)OC(C)(C)C)C2=C(C=NC=C2)N
• Topological: 77.2
• Monoisotopic Mass: 305.21032711
• Synonyms: 1187056-55-8, tert-Butyl [(1S,3R,5S)-3-(3-aminopyridin-4-yl)-5-methylcyclohexyl]carbamate, tert-butyl ((1S,3R,5S)-3-(3-aminopyridin-4-yl)-5-methylcyclohexyl)carbamate, tert-butyl N-[(1S,3R,5S)-3-(3-aminopyridin-4-yl)-5-methylcyclohexyl]carbamate, SCHEMBL4119655, IJNVTEQPYTYYLD-XQQFMLRXSA-N, rel-tert-Butyl ((1R,3S,5R)-3-(3-aminopyridin-4-yl)-5-methylcyclohexyl)carbamate, 1210418-12-4, CS-M3654, AKOS037650653, CS-15129, C13082, tert-butyl (1S,3R,5S)-3-(3-aminopyridin-4-yl)-5-methylcyclohexylcarbamate, tert-butyl(1S,3R,5S)-3-(3-aminopyridin-4-yl)-5-methylcyclohexylcarbamate, tert-butyl ((1 S,3R,5S)-3-(3-aminopyridin-4-yl)-5-methylcyclohexyl)carbamate, tert-Butyl[(1S,3R,5S)-3-(3-aminopyridin-4-yl)-5-methylcyclohexyl]carbamate

Application

This compound serves as a key intermediate in the synthesis of bioactive molecules, particularly kinase inhibitors targeting oncology and inflammatory pathways. Its rigid cyclohexyl-pyridine scaffold enables precise spatial positioning of pharmacophores. Researchers utilize it in PROTAC (Proteolysis-Targeting Chimera) development due to its amine handle for linker conjugation. The tert-Boc group facilitates selective deprotection for further functionalization.

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