1209780-71-1 | 1-Piperidinecarboxylic acid, 3,3-difluoro-4-hydroxy-, 1,1-diMethylethyl ester

CAS:1209780-71-1 | 1-Piperidinecarboxylic acid, 3,3-difluoro-4-hydroxy-, 1,1-diMethylethyl ester,Description

“tert-Butyl 3,3-difluoro-4-hydroxypiperidine-1-carboxylate” is a chemical compound with the molecular formula C10H17F2NO3. It is stored at ambient temperature and is in solid form.

Synthesis Analysis

The synthesis of similar compounds has been reported in the literature. For instance, the reaction of salicilaldehyde derivatives with tert-butyl 3 (4)-hydroxy-2 (3)- (3-methylbut-2-enyl)- piperidine-1-carboxylates has been used as an efficient preparation procedure of tetrahydropyran derivatives fused with a piperidine ring.

Molecular Structure Analysis

The InChI code for this compound is 1S/C10H17F2NO3/c1-9(2,3)16-8(15)13-5-4-7(14)10(11,12)6-13/h7,14H,4-6H2,1-3H3. This indicates that the compound contains 10 carbon atoms, 17 hydrogen atoms, 2 fluorine atoms, 1 nitrogen atom, and 3 oxygen atoms.

Physical And Chemical Properties Analysis

The compound has a molecular weight of 237.25. It is a solid at room temperature. The compound has a high GI absorption and is BBB permeant. It is not a substrate for P-gp and does not inhibit CYP1A2, CYP2C19, CYP2C9, CYP2D6, or CYP3A4.

Scientific Research Applications

• Tert-butyl 3-allyl-4-hydroxypiperidine-1-carboxylates, which are derivatives of tert-butyl 3,3-difluoro-4-hydroxypiperidine-1-carboxylate, have been synthesized stereoselectively. These compounds have potential applications in organic synthesis due to their stereochemical properties (Boev et al., 2015).
• The vinylfluoro group, as found in tert-butyl 3,3-difluoro-4-hydroxypiperidine-1-carboxylate derivatives, has been shown to act as an acetonyl cation equivalent in a unique cascade of reactions. This has implications for the stereoselective synthesis of pipecolic acid derivatives, which are significant in medicinal chemistry (Purkayastha et al., 2010).
• Tert-butyl trans-4-ethynyl-3-hydroxypiperidine-1-carboxylate, a related compound, has been synthesized and used as a scaffold for preparing various substituted piperidines. This indicates its utility in the development of new chemical entities (Harmsen et al., 2011).
• Tert-butyl 4-methyl-3-oxopiperidine-1-carboxylate, another derivative, is an important intermediate in the synthesis of protein tyrosine kinase Jak3 inhibitors, indicating its relevance in pharmaceutical research (Chen Xin-zhi, 2011).
• A study on the coupling of arylboronic acids with a partially reduced pyridine derivative, including tert-butylcarbonyl 1,2,3,6-tetrahydro-4-[(trifluoromethyl)sulfonyloxy]pyridine-1-carboxylate, demonstrates its potential application in the development of new chemical compounds (Wustrow & Wise, 1991).
• X-ray studies of tert-butyl (6S)-4-hydroxy-6-isobutyl-2-oxo-1,2,5,6-tetrahydropyridine-1-carboxylate and its derivatives reveal important structural characteristics, potentially impacting its utility in drug design and development (Didierjean et al., 2004).
• The synthesis of tert-butyl-4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)piperidine-1-carboxylate, a compound used in biologically active compounds like crizotinib, highlights the chemical's importance in the synthesis of therapeutic agents (Kong et al., 2016).

Safety And Hazards

The compound is labeled with the signal word “Warning” and has hazard statements H302, H315, H319, and H335. Precautionary statements include P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501.

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