144774-97-0

Usage

Uses

Used in Pharmaceutical Development:
(R)-Dolaphenine is used as a potential candidate for the development of new pharmaceuticals due to its anti-inflammatory and antinociceptive properties.
Used in Chronic Pain Treatment:
(R)-Dolaphenine is used as a potential treatment for chronic pain and related conditions, given its demonstrated effectiveness in managing inflammation and pain.
Used in Antioxidant and Neuroprotective Applications:
(R)-Dolaphenine is used as an antioxidant and neuroprotective agent, with ongoing research to determine its full potential in these areas.

Upstream product

• 492-41-1 (1R,2S)-norephedrine 
• 179077-79-3 ((R)-2-Phenyl-1-thiazol-2-yl-ethyl)-[(1R,4R)-1,7,7-trimethyl-bicyclo[2.2.1]hept-(2E)-ylidene]-amine 
• 179238-80-3 (1S,2S,5S)-2,6,6-Trimethyl-3-[(E)-(R)-2-phenyl-1-thiazol-2-yl-ethylimino]-bicyclo[3.1.1]heptan-2-ol 

Downstream Products

• 144775-04-2 Boc-(R)-dolaphenine 
• 77119-85-8 N-(tert-butoxycarbonyl)-D-phenylalaninal 

Relevant academic research and scientific papers

Stereoselective method for synthesizing dolaphenine

The present invention relates to a method for the stereospecific synthesis of an enantiomer of a chiral amine, wherein the chiral amine has the formula R 1 CH(NH 2)R 2. R 1 and R 2 are each independently selected from the group consisting of alkyl, aryl and heterocyclic and radicals. This method is particularly useful for stereospecifically synthesizing S-dolaphenine. The method involves contacting a chiral enantiomer of norephedrine with borane, within an aprotic solvent to form a complex for stereospecifically reducing oximes. The complex is then contacted with an oxime, thereby stereospecifically reducing said oxime to form an enantiomer of a chiral amine.

Alkylation of camphor and pinanone imines of 2-(aminomethyl)thiazole. Enantioselective synthesis of 2-(1-aminoalkyl)thiazoles

A method is described for the enantioselective synthesis of 2-(1-aminoalkyl)thiazoles 6 via stereoselective alkylation of the carbanions of (+)-(R)-camphor and (-)-(1S, 2S, 5S)-2-hydroxypinan-3-one imines 2 and 3 derived from 2-(aminomethyl)thiazole (2-AMT, 1). Compounds 6 serve as α-amino aldehyde precursors via thiazolyl-to-formyl conversion.