211108-50-8 | Tert-butyl 3-fluoro-4-oxopiperidine-1-carboxylate

CAS:211108-50-8 | Tert-butyl 3-fluoro-4-oxopiperidine-1-carboxylate ,Description

Tert-butyl 3-fluoro-4-oxopiperidine-1-carboxylate is an organic compound of the carboxylate family. It is a white, crystalline solid with a molecular weight of 255.22 g/mol. It has a melting point of 81 °C and a boiling point of 162 °C. This compound is used in a variety of scientific and industrial applications due to its unique properties.
 

Scientific Research Applications

Synthesis and Derivatization

Tert-butyl 3-fluoro-4-oxopiperidine-1-carboxylate and its derivatives serve as key intermediates and synthons in the synthesis of various piperidine derivatives. Studies have demonstrated methodologies for stereoselective syntheses of these compounds, indicating their significance in producing structurally specific piperidine derivatives for potential applications in medicinal chemistry and drug design. For instance, tert-butyl 3-allyl-4-oxopiperidine-1-carboxylate and its derivatives have been shown to undergo reactions leading to tert-butyl (3R,4S)-3-allyl-4-hydroxypiperidine-1-carboxylates in quantitative yield, showcasing the compound's utility in stereoselective synthesis processes (Boev, Moskalenko, Belopukhov, & Przheval’skii, 2015). Additionally, tert-butyl 4-oxopiperidine-1-carboxylate dimethylhydrazone has been utilized to afford tert-butyl 3-alkenyl-4-oxopiperidine-1-carboxylates, further emphasizing the compound's role as a versatile synthon (Moskalenko & Boev, 2014).

Structural Analysis and Characterization

The structural analysis of tert-butyl 3-fluoro-4-oxopiperidine-1-carboxylate derivatives has been a focal point of research, shedding light on the molecular configurations and crystal structures of these compounds. X-ray studies, for instance, have provided insights into the molecular packing and hydrogen bonding patterns, which are crucial for understanding the compound's properties and potential applications (Didierjean, Marin, Wenger, Briand, Aubry, & Guichard, 2004). Moreover, the synthesis and characterization of derivatives such as 6-tert-butyl 3-ethyl 2-amino-4,5-dihydrothieno[2,3-c]pyridine-3,6(7H)-dicarboxylate, derived from tert-butyl 4-oxopiperidine-1-carboxylate, have been detailed, including their crystal and molecular structure analysis via X-ray crystallographic analysis (Çolak, Karayel, Buldurun, & Turan, 2021) .

Methodological Advancements

Research has also focused on optimizing and innovating synthetic methodologies involving tert-butyl 3-fluoro-4-oxopiperidine-1-carboxylate. For example, efficient approaches have been proposed for the synthesis of important intermediates like tert-butyl 4-methyl-3-oxopiperidine-1-carboxylate, demonstrating the compound's role in the streamlined production of complex molecules (Xin-zhi, 2011). The development of novel synthetic routes, such as the generation of an N-tert-butyl group through the reaction of a dimethyliminium salt with methylmagnesium chloride, further highlights the compound's relevance in synthetic organic chemistry and its potential for industrial-scale applications (Amato, Chung, Cvetovich, Gong, McLaughlin, & Reamer, 2005).

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