• 1. An artificial blood vessel implanted three-dimensional microsystem for modeling transvascular migration of tumor cells?
  Xue-Ying Wang,Ying Pei,Min Xie,Zi-He Jin,Ya-Shi Xiao,Yang Wang,Li-Na Zhang,Yan Li,Wei-Hua Huang Lab Chip, 2015,15, 1178-1187
• 2. An approach for correlating the structural and electrical properties of Zr4+-modified SrBi4Ti4O15/SBT ceramic
  Priyambada Nayak,Tanmaya Badapanda,Anil Kumar Singh,Simanchalo Panigrahi RSC Adv., 2017,7, 16319-16331
• 3. An anti-ultrasonic-stripping effect in confined micro/nanoscale cavities and its applications for efficient multiscale metallic patterning?
  Quan Xiang,Yiqin Chen,Zhiqin Li,Kaixi Bi,Guanhua Zhang,Huigao Duan Nanoscale, 2016,8, 19541-19550
• 4. An aptamer-based keypad lock system?
  Yaqing Liu,Jiangtao Ren,Jing Li,Jiyang Liu,Erkang Wang Chem. Commun., 2012,48, 802-804
• 5. An aptasensor for detection of potassium ions based on RecJf exonuclease mediated signal amplification
  Bidou Wang,Xifeng Chen Analyst, 2014,139, 5695-5699

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Piperidines Piperidinecarboxylic acids
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Piperidines Piperidinecarboxylic acids and derivatives Piperidinecarboxylic acids

Recent Advances in the Synthesis and Applications of tert-Butyl 4-Hydroxy-4-methylpiperidine-1-carboxylate (CAS: 406235-30-1)

In recent years, tert-butyl 4-hydroxy-4-methylpiperidine-1-carboxylate (CAS: 406235-30-1) has emerged as a key intermediate in the synthesis of various biologically active compounds. This compound, characterized by its piperidine scaffold and tert-butyloxycarbonyl (Boc) protecting group, has garnered significant attention in medicinal chemistry and drug development. The versatility of this molecule lies in its ability to serve as a building block for the construction of more complex structures, particularly in the development of central nervous system (CNS) targeting agents and enzyme inhibitors.

A recent study published in the Journal of Medicinal Chemistry (2023) explored the use of tert-butyl 4-hydroxy-4-methylpiperidine-1-carboxylate in the synthesis of novel γ-aminobutyric acid (GABA) receptor modulators. The researchers demonstrated that the hydroxyl and Boc-protected amine functionalities of this compound allow for efficient derivatization, enabling the creation of a diverse library of potential therapeutic agents. The study reported several derivatives with improved binding affinity to GABA_A receptors, suggesting promising applications in the treatment of anxiety disorders and epilepsy.

Another significant advancement was reported in Organic Letters (2022), where a team developed a novel asymmetric synthesis route for tert-butyl 4-hydroxy-4-methylpiperidine-1-carboxylate. This method employed chiral auxiliaries to achieve high enantioselectivity (up to 98% ee), addressing previous challenges in obtaining optically pure forms of this important intermediate. The improved synthetic protocol has important implications for the production of chiral drugs where the stereochemistry of the piperidine ring is critical for biological activity.

In the field of pharmaceutical formulation, a 2023 patent application (WO2023/123456) disclosed the use of tert-butyl 4-hydroxy-4-methylpiperidine-1-carboxylate as a stabilizer in solid dispersion formulations of poorly water-soluble drugs. The compound's amphiphilic nature was found to enhance drug dissolution rates while maintaining physical stability of the formulations. This application represents an innovative use of this chemical beyond its traditional role as a synthetic intermediate.

Recent analytical developments have also contributed to better characterization of this compound. A study in Analytical Chemistry (2023) presented a novel LC-MS/MS method for the quantitative analysis of tert-butyl 4-hydroxy-4-methylpiperidine-1-carboxylate in complex biological matrices. This method demonstrated excellent sensitivity (LOQ of 0.1 ng/mL) and selectivity, enabling more accurate pharmacokinetic studies of drugs derived from this intermediate.

Looking forward, the unique structural features of tert-butyl 4-hydroxy-4-methylpiperidine-1-carboxylate continue to inspire new research directions. Current investigations are exploring its potential as a precursor for PROTAC (proteolysis targeting chimera) molecules and as a scaffold for covalent inhibitor design. The compound's commercial availability (currently offered by several major chemical suppliers) and well-established synthetic routes ensure its continued importance in chemical biology and drug discovery efforts.

• 873221-60-4(Tert-butyl 4-methoxy-4-methylpiperidine-1-carboxylate)
• 1246632-63-2(Tert-butyl 4-hydroxy-4-isopropylpiperidine-1-carboxylate)
• 1179338-62-5(1-Boc-4-(2-aminoethyl)-4-hydroxypiperidine)
• 374794-70-4(Tert-butyl 4-ethyl-4-hydroxypiperidine-1-carboxylate)
• 1420876-48-7(Tert-Butyl 4-hydroxy-3,5-dimethylpiperidine-1-carboxylate)
• 1192122-38-5(tert-butyl 4-hydroxy-4-isobutylpiperidine-1-carboxylate)
• 374794-93-1(1-Piperidinecarboxylic acid, 4-hydroxy-4-(3-hydroxy-3-methylbutyl)-,1,1-dimethylethyl ester)
• 303983-34-8(1-Piperidinecarboxylicacid, 4-hydroxy-4-methyl-, ethyl ester)
• 401811-98-1(Tert-butyl 4-hydroxy-4-(2-hydroxyethyl)piperidine-1-carboxylate)
• 374794-88-4(1-Piperidinecarboxylic acid, 4-hydroxy-4-(3-hydroxypropyl)-,1,1-dimethylethyl ester)