76735-20-1

Usage

Uses

Used in Pharmaceutical Industry:
(1R,4R,5R,6S)-1,3,3-trimethyl-6-(piperidin-1-yl)-2-oxabicyclo[2.2.2]octan-5-ol is used as a potential pharmaceutical agent for its possible pharmacological properties. (1R,4R,5R,6S)-1,3,3-trimethyl-6-(piperidin-1-yl)-2-oxabicyclo[2.2.2]octan-5-ol's complex structure, including the piperidine group and the bicyclic system, suggests it may have applications in drug development, particularly if its biological activity is found to be beneficial for treating certain conditions or diseases.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, (1R,4R,5R,6S)-1,3,3-trimethyl-6-(piperidin-1-yl)-2-oxabicyclo[2.2.2]octan-5-ol serves as a subject for research aimed at understanding its interaction with biological targets. (1R,4R,5R,6S)-1,3,3-trimethyl-6-(piperidin-1-yl)-2-oxabicyclo[2.2.2]octan-5-ol's structure may allow it to modulate specific biological pathways or receptors, making it a candidate for further exploration in the development of new medications.

Upstream product

• 31316-34-4 1-((1R,4S)-1,3,3-Trimethyl-2-oxa-bicyclo[2.2.2]oct-5-en-6-yl)-piperidine 
• 76735-25-6 1,3,3-trimethyl-6-cis-piperidino-2-oxabicyclo<2.2.2>octan-5-one 
• 76735-20-1 (1R,4S,5R,6S)-1,3,3-Trimethyl-6-piperidin-1-yl-2-oxa-bicyclo[2.2.2]octan-5-ol 

Downstream Products

• 76735-20-1 (1R,4S,5S,6S)-1,3,3-Trimethyl-6-piperidin-1-yl-2-oxa-bicyclo[2.2.2]octan-5-ol 

Relevant academic research and scientific papers

Carbonyl Transposition and Regio- and Stereo-specific Syntheses of New Alcohols, Amino-alcohols, and Ketones in the Monoterpenoid 1,3,3-Trimethyl-2-oxabicyclooctane

An efficient transposition of carbonyl group R1-CO-CH2-R2 -> R1-CH2-CO-R2 in the 1,3,3-trimethyl-2-oxabicyclooctane system was carried out via hydroboration-oxidation of 6-dialkylamino-1,3,3-trimethyl-2-oxabicyclooct-5-enes (3a-c), which gave regio- and stereo-specifically 6-cis-dialkylamino-1,3,3-trimethyl-2-oxabicyclooctan-5-trans-ols (4a-c) in high yield.Cope reaction on the N-oxide (5b) obtained from the amino-alcohol (4b) with hydrogen peroxide led to 1,3,3-trimethyl-2-oxabicyclooctan-5-one (6), the other possible isomer of the long-known 1,3,3-trimethyl-2-oxabicyclooctan-6-one (1b).The ketone (6) was also obtained from 1,3,3-trimethyl-2-oxabicyclooct-5-ene (2) via its trans-epoxide (11), lithium aluminium hydride reduction at 160-165 deg C of which gave stereo- and regio-specifically 1,3,3-trimethyl-2-oxabicyclooctan-5-trans-ol (9b).Chromic acid oxidation of (9b) and (4a-c) under various conditions gave the ketone (6) and the amino-ketones (7a-c), respectively.Lithium aluminium hydride reduction of (6) and (7a-c) afforded stereospecifically the cis-alcohol (9a) and 6-cis-dialkylamino-1,3,3-trimethyl-2-oxabicyclooctan-5-cis-ols (8a-c), respetively.Hydroboration-oxidation of the alkene (2) was not regiospecific, giving a 3:1 mixture of the trans-alcohols (9b) and (10b), respectively.