405517-45-5

Upstream product

• 763105-93-7 (2R,3S)-1-(tert-butyloxycarbonyl)-3-hydroxy-2-phenylpiperidine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 562817-53-2 (3S)-1-(4-methoxybenzyl)-3-hydroxypiperidine-2,6-dione 
• 872726-31-3 (2R,3S)-1-benzyl-2-phenylpiperidin-3-ol 
• 872726-30-2 (1R,2R,6S)-3-Benzyl-2-phenyl-7-oxa-3-aza-bicyclo[4.1.0]heptan-4-one 
• 196080-41-8 methyl (4S)-4,5-bis(t-butyldimethylsilyloxy)pentanoate 
• 100-58-3 phenylmagnesium bromide 
• 82065-62-1 methyl (4S)-4-(t-butyldimethylsilyloxy)-5-oxopentanoate 
• 89245-23-8 methyl (4S)-4-(t-butyldimethylsilyloxy)-5-hydroxypentanoate 
• 148701-41-1 3,6-diketo-2-phenylpiperidine 
• 121440-87-7 (+)-(S,E)-N-benzyl-(1,3-diphenyl-2-propenyl)amine 

Downstream Products

• 405517-46-6 (2R,3S)-3-Hydroxy-2-phenyl-3-(2-phenyl-allyl)-piperidine-1-carboxylic acid tert-butyl ester 
• 872726-33-5 CP 100263 dihydrochloride 
• 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 
• 1027911-11-0 (2R,3S)-3-[(S)-2-(2-Cyclopropoxy-5-trifluoromethoxy-phenyl)-3-methanesulfonyloxy-propyl]-3-hydroxy-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 
• 405517-65-9 (2R,3S)-3-[(S)-2-(2-Cyclopropoxy-5-trifluoromethoxy-phenyl)-3-hydroxy-propyl]-3-hydroxy-2-phenyl-piperidine-1-carboxylic acid tert-butyl ester 
• 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 
• 148687-76-7 (2S,3S)-3-[[3,5-bis(trifluoromethyl)phenyl]methoxy]-2-phenylpiperidine hydrochloride 
• 872726-33-5 CP 99994 dihydrochloride 
• 763105-95-9 (2R,3R)-1-(tert-butyloxycarbonyl)-2-phenyl-3-[(3,5-bis(trifluoromethyl)benzyl)oxy]piperidine 
• 872726-32-4 (2R,3R)-3-(2-Methoxy-benzylamino)-2-phenyl-piperidine-1-carboxylic acid tert-butyl ester 
• 763105-94-8 (2R,3R)-1-(tert-butyloxycarbonyl)-3-hydroxy-2-phenylpiperidine 
• 405517-63-7 (2R,3S)-3-[2-(2-Cyclopropoxy-5-trifluoromethoxy-phenyl)-allyl]-3-hydroxy-2-phenyl-piperidine-1-carboxylic acid tert-butyl ester 

Relevant academic research and scientific papers

Diastereoconvergent synthesis of trans -5-hydroxy-6-substituted-2- piperidinones by addition-cyclization-deprotection process

A diastereoselective one-pot approach to access trans-5-hydroxy-6- substituted-2-piperidinones by an addition-cyclization-deprotection process has been developed, in which the stereogenic center at the C-6 position was solely controlled by α-OTBS group. The utility of this transformation is demonstrated by the asymmetric synthesis of the enantiomer of (-)-CP-99,994.

Highly enantioselective organocatalytic oxidative kinetic resolution of secondary alcohols using chiral alkoxyamines as precatalysts: Catalyst structure, active species, and substrate scope

The development and characterization of enantioselective organocatalytic oxidative kinetic resolution (OKR) of racemic secondary alcohols using chiral alkoxyamines as precatalysts are described. A number of chiral alkoxyamines have been synthesized, and their structure-enantioselectivity correlation study in OKR has led us to identify a promising precatalyst, namely, 7-benzyl-3-n-butyl-4-oxa-5-azahomoadamantane, which affords various chiral aliphatic secondary alcohols (ee up to >99%, krel up to 296). In a mechanistic study, chlorine-containing oxoammonium species were identified as the active species generated in situ from the alkoxyamine precatalyst, and it was revealed that the chlorine atom is crucial for high reactivity and enantioselectivity. The present OKR is the first successful example applicable to various unactivated aliphatic secondary alcohols, including heterocyclic alcohols with high enantioselectivity, the synthetic application of which is demonstrated by the synthesis of a bioactive compound.

A concise and practical catalytic asymmetric synthesis of (-)-CP-99,994 and (-)-L-733,061

A concise and practical catalytic asymmetric synthesis of (-)-CP-99,994 and (-)-L-733,061 was achieved. Key features involve the Pd-catalyzed asymmetric allylic amination and the ring-closing metathesis as key steps.

A general approach to (5S,6R)-6-alkyl-5-benzyloxy-2-piperidinones: Application to the asymmetric syntheses of neurokinin substance P receptor antagonist (-)-L-733,061 and (-)-deoxocassine

A general approach to (5S,6R)-6-alkyl-5-benzyloxy-2-piperidinones based on the regio- and diastereoselective reductive alkylation of (S)-3- benzyloxyglutarimide 7 is described. This method opens an entrance to chiral nonracemic substituted 3-piperidinols.