405517-65-9

Upstream product

• 405517-56-8 1-(vinyloxy)-2-iodo-4-trifluoromethoxybenzene 
• 208831-25-8 1-(cyclopropyloxy)-2-iodo-4-(trifluoromethoxy)benzene 
• 405517-55-7 1-(2-chloroethoxy)-2-iodo-4-trifluoromethoxybenzene 
• 405517-63-7 (2R,3S)-3-[2-(2-Cyclopropoxy-5-trifluoromethoxy-phenyl)-allyl]-3-hydroxy-2-phenyl-piperidine-1-carboxylic acid tert-butyl ester 
• 405517-61-5 methanesulfonic acid 2-(2-cyclopropoxy-5-trifluoromethoxy-phenyl)-allyl ester 
• 405517-57-9 1,3-dichloro-2-(2-cyclopropoxy-5-trifluoromethoxy-phenyl)-propan-2-ol 
• 405517-62-6 2-(1-bromomethyl-vinyl)-1-cyclopropoxy-4-trifluoromethoxy-benzene 
• 405517-59-1 2-chloromethyl-2-(2-cyclopropoxy-5-trifluoromethoxy-phenyl)-oxirane 
• 405517-60-4 2-(2-cyclopropoxy-5-trifluoromethoxy-phenyl)-prop-2-en-1-ol 
• 405517-45-5 (-)-tert-butyl (R)-3-oxo-2-phenylpiperidine-1-carboxylate 
• 405517-64-8 (2R,3S)-3-(4-Bromo-benzoyloxy)-3-[2-(2-cyclopropoxy-5-trifluoromethoxy-phenyl)-allyl]-2-phenyl-piperidine-1-carboxylic acid tert-butyl ester 
• 405517-66-0 (2R,3S)-3-[2-(2-Cyclopropoxy-5-trifluoromethoxy-phenyl)-allyl]-2-phenyl-3-trimethylsilanyloxy-piperidine-1-carboxylic acid tert-butyl ester 

Downstream Products

• 405517-70-6 (3S,5S,6R)-3-(2-Cyclopropoxy-5-trifluoromethoxy-phenyl)-6-phenyl-1-oxa-7-aza-spiro[4.5]decane-7-carboxylic acid tert-butyl ester 

Relevant academic research and scientific papers

Stereocontrolled preparation of a nonpeptidal (-)-spirobicyclic NK-1 receptor antagonist

The synthesis of a spirobicyclic NK-1 receptor (Substance-P) antagonist 1 antipode is described. Retrosynthetic analysis reveals an allylic halide A bearing the cyclopropoxy-substituted aryl group and a 2-phenyl-3-piperidone B. The stereochemistry in the spirobicyclic system bearing three chiral centers is initially set via a highly diastereoselective zinc-mediated coupling of the allylic bromide 23 to the optically active ketopiperidine 3. The remaining benzylic asymmetric center is set by a diastereoselective hydroboration followed by cyclization to the spirobicyclic system.