13603-18-4

Usage

Uses

Used in Pharmaceutical Industry:
3-Isopropylpiperidine (SALTDATA: FREE) is used as a starting material for the synthesis of various pharmaceuticals, including antihistamines, local anesthetics, and antiarrhythmic agents. Its role in the development of these medications is crucial due to its ability to be incorporated into their molecular structures, enhancing their therapeutic effects.
Used in Chemical Industry:
In the chemical industry, 3-Isopropylpiperidine (SALTDATA: FREE) also serves as a precursor for the production of other organic compounds. Its versatility allows it to be a key component in the synthesis of a wide range of chemical products, contributing to the diversity of applications in various sectors.

Upstream product

• 764-32-9 5-methyl-4-hexenal 
• 109-09-1 2-chloropyridine 
• 267003-35-0 2-(2-chloropyridin-3-yl)propan-2-ol 
• 909532-39-4 2-(2-bromopyridin-3-yl)propan-2-ol 
• 109-04-6 2-bromo-pyridine 

Relevant academic research and scientific papers

Enabling New Modes of Reactivity via Constrictive Binding in a Supramolecular-Assembly-Catalyzed Aza-Prins Cyclization

Supramolecular assembly 1 catalyzes a bimolecular aza-Prins cyclization featuring an unexpected transannular 1,5-hydride transfer. This reaction pathway, which is promoted by constrictive binding within the supramolecular cavity of 1, is kinetically disfavored in the absence of 1, as evidenced by the orthogonal reactivity observed in bulk solution. Mechanistic investigation through kinetic analysis and isotopic labeling studies indicates that the rate-limiting step of the transformation is the encapsulation of a transient iminium ion and supports the proposed 1,5-hydride transfer mechanism. This represents a rare example of such an extreme divergence of product selectivity observed within a catalytic metal-ligand supramolecular enzyme mimic.

Approach to 3-(Cyclo)alkylpiperidines through 'sp3-sp3 via sp2-sp3' Coupling

The idea of introducing (cyclo)alkyl substituents at the C-3 atom of the piperidine ring, that is, formal sp3-sp3 retrosynthetic disconnection, is implemented through a two-step reaction sequence including directed ortho metalation of a pyridine derivative and the subsequent quenching with a carbonyl compound, followed by catalytic hydrogenation. This robust but very efficient method allows for multigram preparation of sp3-rich 3-(cyclo)alkylpiperidines, which are valuable building blocks for medicinal chemistry and other areas.

Scalable and Straightforward Synthesis of All Isomeric (Cyclo)alkylpiperidines

An efficient approach towards introducing (cyclo)alkyl substituents at C-2, C-3 or C-4 positions of the piperidine ring was described. The method relied on the straightforward two-step reaction sequence based on the formal sp3–sp3 re