802918-47-4

Upstream product

• 104774-87-0 3‐[3‐(trifluoromethyl)phenyl]propan‐1‐amine 
• 802918-49-6 1-(5,6-dihydro-naphthalen-1-yl)-ethanone 
• 802918-37-2 trifluoromethanesulfonic acid 7,8-dihydronaphthalen-1-yl ester 
• 64380-24-1 (E)-3-(3-(trifluoromethyl)phenyl)acrylamide 
• 60689-14-7 trans-3-(trifluoromethyl)cinnamoyl chloride 
• 535-53-5 3-(3-trifluoromethyl-phenyl)-propionic acid amide 
• 28315-93-7 5-Hydroxy-1-tetralone 
• 40771-26-4 1,2,3,4-tetrahydro-1,5-dihydroxy-naphthalene 

Downstream Products

• 802918-36-1 [(S)-1-(5,6-Dihydro-naphthalen-1-yl)-ethyl]-[3-(3-trifluoromethyl-phenyl)-propyl]-amine 
• 802918-36-1 [(R)-1-(5,6-Dihydro-naphthalen-1-yl)-ethyl]-[3-(3-trifluoromethyl-phenyl)-propyl]-amine 

Relevant academic research and scientific papers

Dihydronaphthalene compounds, compositions, uses thereof, and methods for synthesis

The present invention relates to novel dihydronaphthalene compounds, compositions, methods for using the same, and processes for preparing the same. The present invention also relates to novel total synthesis approaches for preparing these compounds. In addition, the present invention relates to methods of producing quantities of isomers of these compounds and separating and purifying them using chiral separation techniques. The present invention also relates to methods of producing quantities of a single isometric compound without the need for chiral separation techniques.

Synthesis of Cinacalcet congeners

Two related substances 1 and 2 of Cinacalet were prepared. Two racemic isomeric dihydronaphthalenes 1 and 2 were prepared from commercially available 5-hydroxytetralone in five linear steps. A key palladium-catalyzed double bond migration led to the synthesis of both isomers from the same starting material. Preparative chiral HPLC separation provided the enantiomerically pure materials. An asymmetric synthesis employing CBS reduction to furnish 1 was also developed.