32531-17-2

Upstream product

• 100-52-7 benzaldehyde 
• 1193-65-3 3-quinuclidinone hydrochloride 
• 24123-89-5 (Z)-2-benzylidene-1-azabicyclo[2.2.2]octan-3-one 
• 32531-66-1 3-keto-2-benzhydrylquinuclidine 
• 100-46-9 benzylamine 

Downstream Products

• 32531-19-4 (-)-cis-2-(diphenylmethyl)-1-azabicyclo<2.2.2>octan-3-amine 

Relevant academic research and scientific papers

Preparation method of quinuclidine-containing compound

The present invention relates to a preparation method of a quinuclidine-containing compound, and the method comprises the following steps: 1) reacting compound IIIa, compound IV with L-camphorsulfonicacid to form compound VIb; and 2) reacting the compound VIb obtained in the step 1) with L-camphorsulfonic acid to obtain compound VIa. The preparation method has mild reaction conditions, easy operation and simple post-treatment. During the reaction, by simple changing of the feeding order, the amounts of a reducing agent and a Lewis acid used are greatly reduced, and the temperature control range is more extensive during the feeding process. In addition, through reaction of the L-camphorsulfonic acid and an isomer mixture, a product with high optical purity can be obtained by simple recrystallization operation, the ee value of a target configuration can be as high as 99.3%, and the method is suitable for promotion in industry.

Identification of a series of 3-(benzyloxy)-1-azabicyclo[2.2.2]octane human NK1 antagonists

The synthesis and in vitro and in vivo evaluation of a series of 3- (benzyloxy)-1-azabicyclo-[2.2.2]octane NK1 antagonists are described. While a number of 3,5-disubstituted benzyl ethers afford high affinity, the 3,5- bis(trifluoromethyl)benzyl was found to combine high in vitro affinity with good oral activity. Detailed structure-activity relationship studies in conjunction with data from molecular modeling and mutagenesis work have allowed the construction of a model of the pharmacophore. Specific interactions that have been identified include an interaction between His- 197 and one of the rings of the benzhydryl, a lipophilic pocket containing His-265 that the benzyl ether occupies, and a possible hydrogen bond between Gln-165 and the oxygen of the benzyl ether.

Quinuclidine chemistry. 4. Diuretic properties of cis 3 amino 2 benzhydrylquinuclidine

A number of 3 amino 2 benzhydrylquinuclidines were tested for diuretic activity in both rats and dogs. The Schiff base formed from 2 benzhydryl 3 quinuclidinone and benzylamine was reduced with NaBH4 to a mixture of isomers, the cis isomer bein