928657-95-8

Upstream product

• 121671-76-9 5-(tert-butyldiphenylsilyloxy)pentan-1-ol 
• 124-63-0 methanesulfonyl chloride 
• 111-29-5 1 ,5-pentanediol 
• 58479-61-1 tert-butylchlorodiphenylsilane 

Downstream Products

• 184535-06-6 (+)-(2R)-(2-oxopropyl)piperidine-1-carbamic acid benzyl ester 
• 87905-98-4 5-<(benzyloxycarbonyl)amino>pentanol 
• 69622-67-9 benzyl 2-hydroxypiperidine-1-carboxylate 
• 184535-17-9 (-)-(2S)-(2-oxopropyl)piperidine-1-carbamic acid benzyl ester 
• 1346132-32-8 (R)-N-benzyloxycarbonyl-2-(2-(4-nitrophenyl)-2-oxoethyl)piperidine 
• 1346132-31-7 (R)-N-benzyloxycarbonyl-2-(2-oxo-2-p-tolylethyl)piperidine 
• 405114-24-1 (R)-N-benzyloxycarbonyl-2-(2-oxo-2-phenylethyl)piperidine 
• 1346132-30-6 (R)-N-benzyloxycarbonyl-2-(4-methyl-2-oxopentyl)piperidine 
• 1346132-35-1 C₂₉H₃₇NO₃Si 

Relevant academic research and scientific papers

Asymmetric organocatalytic intramolecular aza-michael addition of enone carbamates: Catalytic enantioselective access to functionalized 2-substituted piperidines

The synthetically useful functionalized 2-substituted piperidines containing a lateral ketone group have been strategically accessed via an organocatalytic enantioselective intramolecular aza-Michael addition of enone carbamates, in which a novel internal substrate combination of the enone moiety as Michael acceptor and the carbamate moiety as Michael donor was revealed in asymmetric bifunctional organocatalysis. This heteroatom conjugate addition, which was realized by using a catalytic chiral Cinchona-based primary-tertiary diamine and an achiral Bronsted acid, mostly proceeded in high yield and good to excellent stereocontrol (up to 99% ee). This reaction provides an alternative catalytic asymmetric method for installing the stereogenic nitrogen-containing carbon center in functionalized 2-substituted piperidines, leading to the development of a straightforward and expeditious synthesis of some naturally occurring bioactive 2-substituted piperidine alkaloids. Copyright

Total synthesis of (+)-nakadomarin A

The total synthesis of (+)-nakadomarin A is described. A three-component cycloaddition of a hydroxylamine, aldehyde, and cyclopropane to form a highly functionalized tetrahydro-1,2-oxazine serves as the foundation for this synthesis. The resulting oxazine

A short synthesis of 4-substituted 1-(hydroxyalkyl)-1H-pyrazolo[3,4-d]pyrimidines

A simple and practical procedure was developed for the preparation of 4-substituted-1-(hydroxyalkyl)-1H-pyrazolo[3,4-d]pyrimidines. This was achieved by reacting nucleobase 3a or 3b with cesium carbonate or DBU in the presence of various alkyl iodides at 0°C in DMF. This procedure appears to be of general utility, proceeds in reasonable yield, and is applicable to different alkyl chain lengths including protected and unprotected alcohols. The synthetic utility of this approach is demonstrated by the facile synthesis of ST 689, a potent immunostimulatory drug.