26458-74-2

Usage

Uses

Used in Pharmaceutical Industry:
1-Azabicyclo[2.2.2]octan-4-ol is used as a key intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 1-Azabicyclo[2.2.2]octan-4-ol is utilized as a precursor in the production of agrochemicals, aiding in the creation of compounds that can enhance crop protection and yield.
Used in Fine Chemicals Production:
1-Azabicyclo[2.2.2]octan-4-ol is employed as a building block in the synthesis of fine chemicals, which are high-purity chemicals used in various applications, including the fragrance, flavor, and specialty chemical industries.
Used in Laboratory Research:
1-Azabicyclo[2.2.2]octan-4-ol is also used in laboratory research as a reagent or intermediate for the development and testing of new chemical reactions and processes, contributing to the advancement of scientific knowledge and innovation.
Used in Industrial Applications:
1-Azabicyclo[2.2.2]octan-4-ol finds use in various industrial applications, where its unique structural features are leveraged to produce a range of products, from specialty chemicals to materials with specific properties for various end-use applications.

InChI:InChI=1/C7H13NO/c9-7-1-4-8(5-2-7)6-3-7/h9H,1-6H2

Downstream Products

• 123259-02-9 2-Oxo-2,3-dihydro-benzoimidazole-1-carboxylic acid 1-aza-bicyclo[2.2.2]oct-4-yl ester; hydrochloride 
• 171723-79-8 quinuclidin-4-yl biphenyl-2-ylcarbamate 
• 440676-07-3 (2R)-2-cyclohexyl-2-hydroxy-2-phenylacetic acid 1-azabicyclo[2.2.2]oct 4-yl ester 
• 320348-14-9 oxothien-2-yl-acetic acid 1-azabicyclo[2.2.2]oct-4-yl ester 
• 1047672-37-6 1-azabicyclo[2.2.2]oct-4-yl (3-phenyl-2-thienyl)carbamate 
• 1047672-25-2 1-azabicyclo[2.2.2]oct-4-yl (5-phenyl-1,3-thiazol-4-yl)carbamate 
• 1047672-29-6 1-azabicyclo[2.2.2]oct-4-yl (4-phenyl-3-thienyl)carbamate hydrochloride 
• 1047672-65-0 1-azabicyclo[2.2.2]oct-4-yl (2-phenyl-3-thienyl)carbamate hydrochloride 
• 320348-13-8 2-hydroxy-2,2-dithien-2-ylacetic acid 1-azabicyclo[2.2.2]oct-4-yl ester 
• 869113-09-7 Umeclidinium bromide 
• 461648-39-5 α,α-diphenyl-1-azabicyclo[2.2.2]octane-4-methanol 
• 2181-19-3 4-bromo-quinuclidine 
• 1616458-78-6 1-azabicyclo[2.2.2]oct-4-yl (4-bromobiphenyl-2-yl)carbamate 
• 1047673-68-6 1-azabicyclo[2.2.2]oct-4-yl {5-[3-(trifluoromethyl)phenyl]-1,3-thiazol-4-yl}carbamate hydrochloride 

Relevant academic research and scientific papers

Regioselective oxyfunctionalization of unactivated tertiary and secondary C-H bonds of alkylamines by methyl(trifluoromethyl)dioxirane in acid medium

Tetrafluoroborate salts of primary, secondary, and tertiary alkylamines are resistant toward N oxidation by methyl(trifluoromethyl)dioxirane (1b), which allows the selective oxidation of aliphatic tertiary and secondary C-H bonds in the alkyl side chain. The oxidations are carried out at 0°C with a ketone-free solution of methyl(trifluoromethyl)-dioxirane (1b) in methylene chloride. By this procedure, within 3 h the tertiary C-H bonds of acyclic, cyclic, and polycyclic amines 2a-e are hydroxylated to give the corresponding amino alcohols 3a-e. In the case of the acyclic amines 2a,b longer reaction times were necessary, and in the strong acid medium the corresponding amino acetamides 4a,b were obtained through Ritter reaction with the solvent acetonitrile. The strong electron-withdrawing nature of the ammonium group deactivates the oxidation of even tertiary C-H bonds at the α and β positions. Secondary C-H bonds of the linear aliphatic primary amines 2f-h were oxidized exclusively at the ∈ position to give the 2,3,4,5-tetrahydro-6-alkylpyridines 6f-h after intramolecular condensation of the corresponding amino ketones 5f-h.