74572-01-3

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
(R)-3-Isopropylmorpholine is used as a catalyst in organic synthesis for the production of pharmaceuticals and agrochemicals, leveraging its special reactivity and selectivity to enhance the efficiency and selectivity of chemical reactions.
Used in Chiral Chemistry:
(R)-3-Isopropylmorpholine serves as a resolving agent for racemic mixtures, enabling the separation of enantiomers, which is crucial in the development of enantiomerically pure compounds for various applications, including drug synthesis where the desired biological activity is often associated with a specific enantiomer.
Used in Industrial Corrosion Inhibition:
(R)-3-Isopropylmorpholine is utilized as a corrosion inhibitor, where its ability to form a protective film on metal surfaces helps prevent corrosion, thereby extending the lifespan of metal equipment and structures in various industrial applications.

InChI:InChI=1/C7H15NO/c1-6(2)7-5-9-4-3-8-7/h6-8H,3-5H2,1-2H3/t7-/m0/s1

Upstream product

• 4276-09-9 (R)-2-amino-3-methylbutanol 
• 79-04-9 chloroacetyl chloride 

Downstream Products

• 1227918-89-9 C₁₈H₂₀FN₅O 

Relevant academic research and scientific papers

Using the competing enantioselective conversion method to assign the absolute configuration of cyclic amines with BODE’s acylation reagents

The competing enantioselective conversion (CEC) method is a quick and reliable means to determine absolute configuration. Previously, Bode’s chiral acylated hydroxamic acids were used to determine the stereochemistry of primary amines, as well as cyclic and acyclic secondary amines. The enantioselective acylation has been evaluated for 4-, 5-, and 6-membered cyclic secondary amines, including medicinally relevant compounds. The limitations of the method were studied through computational analysis and experimental results. Piperidines with substituents at the 2-position did not behave well unless the axial conformer was energetically accessible, which is consistent with the transition state geometries proposed by Bode and Kozlowski. Control experiments were performed to investigate the cause of degrading selectivity under the CEC reaction conditions. The present study expands the scope of the CEC method for secondary amines and provides a better understanding of the reaction profile.

Structure-based design of potent and selective 3-phosphoinositide-dependent kinase-1 (PDK1) inhibitors

Phosphoinositide-dependent protein kinase-1(PDK1) is a master regulator of the AGC family of kinases and an integral component of the PI3K/AKT/mTOR pathway. As this pathway is among the most commonly deregulated across all cancers, a selective inhibitor of PDK1 might have utility as an anticancer agent. Herein we describe our lead optimization of compound 1 toward highly potent and selective PDK1 inhibitors via a structure-based design strategy. The most potent and selective inhibitors demonstrated submicromolar activity as measured by inhibition of phosphorylation of PDK1 substrates as well as antiproliferative activity against a subset of AML cell lines. In addition, reduction of phosphorylation of PDK1 substrates was demonstrated in vivo in mice bearing OCl-AML2 xenografts. These observations demonstrate the utility of these molecules as tools to further delineate the biology of PDK1 and the potential pharmacological uses of a PDK1 inhibitor.