76735-21-2

Usage

Uses

Used in Pharmaceutical Industry:
(1R,4R,5R,6S)-1,3,3-trimethyl-6-(morpholin-4-yl)-2-oxabicyclo[2.2.2]octan-5-ol is used as a pharmaceutical compound for its potential medicinal properties. The specific arrangement of its atoms and the presence of a morpholine ring and alcohol group may contribute to its interaction with biological targets, offering possible therapeutic benefits.
Used in Chemical Synthesis:
In the field of chemical synthesis, (1R,4R,5R,6S)-1,3,3-trimethyl-6-(morpholin-4-yl)-2-oxabicyclo[2.2.2]octan-5-ol serves as a key intermediate or building block in the creation of more complex molecules. Its unique structure and functional groups can be leveraged to form new compounds with specific properties for various applications.
Used in Research and Development:
(1R,4R,5R,6S)-1,3,3-trimethyl-6-(morpholin-4-yl)-2-oxabicyclo[2.2.2]octan-5-ol is utilized in research and development settings to explore its chemical properties and potential applications. Scientists and chemists may investigate its reactivity, stability, and interactions with other molecules to uncover new uses or improve existing processes.

Upstream product

• 76735-21-2 (1R,4S,5R,6S)-1,3,3-Trimethyl-6-morpholin-4-yl-2-oxa-bicyclo[2.2.2]octan-5-ol 
• 31316-32-2 4-((1R,4S)-1,3,3-Trimethyl-2-oxa-bicyclo[2.2.2]oct-5-en-6-yl)-morpholine 
• 76735-26-7 1,3,3-trimethyl-6-cis-morpholino-2-oxabicyclo<2.2.2>octan-5-one 

Downstream Products

• 76735-21-2 (1R,4S,5S,6S)-1,3,3-Trimethyl-6-morpholin-4-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.