475058-41-4

Usage

Uses

Used in Pharmaceutical Industry:
(S)-3-Hydroxypiperidine hydrochloride is used as a key synthetic reagent for the preparation of benzothiazole and benzoxazole derivatives. These derivatives serve as H3 receptor ligands, which are crucial in the development of medications for treating a range of diseases. (S)-3-Hydroxypiperidine hydrochloride's stereochemistry plays a vital role in the biological activity and selectivity of the final drug products.
Additionally, (S)-3-Hydroxypiperidine hydrochloride can be utilized in other industries where chiral compounds and intermediates are required for the synthesis of specialty chemicals, agrochemicals, or as building blocks for complex organic molecules. Its applications may extend to research and development for new drug discovery, as well as in the production of enantiomerically pure compounds for various therapeutic and industrial purposes.

InChI:InChI=1/C5H11NO.ClH/c7-5-2-1-3-6-4-5;/h5-7H,1-4H2;1H/t5-;/m0./s1

Upstream product

• 143900-44-1 tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate 
• 924651-52-5 allyl-(2-methoxymethoxy-but-3-enyl)-carbamic acid tert-butyl ester 
• 924651-53-6 3-methoxymethoxy-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester 
• 924651-55-8 tert-butyl (S)-3-(methoxymethoxy)piperidine-1-carboxylate 

Downstream Products

• 143900-44-1 tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate 
• 886450-69-7 (4-fluoro-phenyl)-((S)-3-hydroxy-piperidin-1-yl)-methanone 
• 1495327-05-3 3,5-difluoro-4-(3-hydroxypiperidin-1-yl)benzonitrile 
• 916988-48-2 1-(2-fluoro-4-nitrophenyl)-piperidin-3-ol 
• 1247085-74-0 3-fluoro-4-(3-hydroxypiperidin-1-yl)benzonitrile 
• 1039511-72-2 5-chloro-N-((1-(2-((S)-3-hydroxypiperidin-1-yl)-4-(2-oxopyridin-1(2H)-yl)phenyl)-1H-1,2,3-triazol-4-yl)methyl)thiophene-2-carboxamide 
• 1089282-16-5 (3S)-1-[3-(methyloxy)-4-nitrophenyl]-3-piperidinol 
• 62367-59-3 (S)-3-hydroxy-1-methylpiperidine 
• 1246289-50-8 C₁₇H₁₈Cl₂N₂O 

Relevant academic research and scientific papers

Method for industrially producing (S)-3-(4-bromophenyl) piperidine

The invention belongs to the field of chemical medicine synthesis, and provides a method for industrially producing (S)-3-(4-bromophenyl) piperidine. The method comprises the following steps: by taking (S)-1-tert-butyloxycarbonyl-3-hydroxypiperidine as an initial raw material, removing tert-butyloxycarbonyl protecting groups to obtain (S)-3-hydroxypiperidine hydrochloride A; condensing the intermediate A and thionyl chloride to generate a five-membered ring sulfinate intermediate B; oxidizing the intermediate B to generate a five-membered ring sulfonate C; carrying out nucleophilic substitution reaction on the compound C and aryl anions, and meanwhile, carrying out configuration inversion to generate the target product (S)-3-(4-bromophenyl) piperidine. According to the whole process, high-pressure hydrogenation, diazotization and other operations are not used, and no chiral resolution reagent is used, so that the total cost is lower, the operation is simple and convenient, higher chiral purity can be maintained, and the method is suitable for industrial large-scale production.

A new asymmetric synthetic route to substituted piperidines

An asymmetric synthesis of substituted piperidines has been described. β-Cyclodextrin- or oxazaborolidine-catalyzed asymmetric reduction of α-azido aryl ketones to the corresponding alcohols has been employed as the key step along with ring closing metathesis and selective dihydroxylation.