144230-52-4 | 4,4-Difluoropiperidine hydrochloride

CAS:144230-52-4 | 4,4-Difluoropiperidine hydrochloride ,Description

4,4-Difluoropiperidine hydrochloride (4,4-DFPHCl) is an organic compound that is commonly used as a building block for organic synthesis. It is a white, crystalline solid with a melting point of 134-136°C. It has a wide range of applications in organic synthesis, including the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals. 4,4-DFPHCl is also used in research laboratories for a variety of biochemical and physiological studies. 
 

Scientific Research Applications

Synthesis and Organic Chemistry Applications

• New Synthetic Pathways: A study by Verniest et al. (2008) describes new synthetic pathways for creating valuable 3,3-difluoropiperidines, starting from delta-chloro-alpha,alpha-difluoroimines. This methodology was also used to synthesize N-protected 3,3-difluoropipecolic acid, a novel fluorinated amino acid (Verniest et al., 2008).
• Synthesis of 4-Substituted 3,3-Difluoropiperidines: Surmont et al. (2010) developed strategies for synthesizing 4-substituted 3,3-difluoropiperidines, important as building blocks in medicinal chemistry. Their method involves 1,4-addition reactions followed by various reduction and lactamization steps (Surmont et al., 2010).
• 3-Alkoxy-4,4-Difluoropiperidines Synthesis: Another study by Surmont et al. (2009) details the first synthesis of 3-alkoxy-4,4-difluoropiperidines. This was achieved by deoxofluorination of 3-alkoxy-4-piperidinones, representing an advancement for use in agrochemical or pharmaceutical chemistry (Surmont et al., 2009).
• Continuous Flow Carboxylation: Kestemont et al. (2021) reported a large-scale carboxylation of N-Boc-4,4-difluoropiperidine using a continuous flow process. This method enabled the safe and scalable preparation of carboxylic acid, supporting medicinal chemistry research programs (Kestemont et al., 2021).

Medicinal Chemistry and Biological Applications

• Dopamine Receptor Antagonists: Jeffries et al. (2016) synthesized a novel series of (R)-4,4-difluoropiperidine core scaffold as dopamine receptor 4 (D4) antagonists. These compounds showed high potency against the D4 receptor and selectivity against other dopamine receptors (Jeffries et al., 2016).
• Gamma-Secretase Modulators: Stanton et al. (2010) developed difluoropiperidine acetic acids as modulators of gamma-secretase. These compounds were shown to selectively lower Abeta42, a key factor in Alzheimer's disease, in a mouse model (Stanton et al., 2010).

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