75549-49-4

Basic information

• Product Name: rel-(2S,4R,6R,8S)-2,4,6,8-Tetrakis(4-methylphenyl)-3,7-diazabicyclo<3.3.1>nonan
• Synonyms: rel-(2S,4R,6R,8S)-2,4,6,8-Tetrakis(4-methylphenyl)-3,7-diazabicyclo<3.3.1>nonan
• CAS NO: 75549-49-4
• Molecular Weight: 486.7
• Mol File: 75549-49-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: rel-(2S,4R,6R,8S)-2,4,6,8-Tetrakis(4-methylphenyl)-3,7-diazabicyclo<3.3.1>nonan(CAS DataBase Reference)
• NIST Chemistry Reference: rel-(2S,4R,6R,8S)-2,4,6,8-Tetrakis(4-methylphenyl)-3,7-diazabicyclo<3.3.1>nonan(75549-49-4)
• EPA Substance Registry System: rel-(2S,4R,6R,8S)-2,4,6,8-Tetrakis(4-methylphenyl)-3,7-diazabicyclo<3.3.1>nonan(75549-49-4)

Safety Data

• Hazardous Substances Data: 75549-49-4(Hazardous Substances Data)

Upstream product

• 75541-39-8 cis-2,6-Bis(4-methylphenyl)-4-piperidon 
• 75549-52-9 rel-(2S,4R,6R,8S)-2,4,6,8-Tetrakis(4-methylphenyl)-3,7-diazabicyclo[3.3.1]nonan-9-on 
• 104-87-0 4-methyl-benzaldehyde 
• 54750-61-7 (2S,6R)-2,6-diphenyl-4-oxopiperidine 

Downstream Products

• 14435-88-2 2,6-di-p-tolylpyridine 
• 83116-05-6 (2R,4S,6S,8R)-3,7-Dimethyl-2,4,6,8-tetra-p-tolyl-3,7-diaza-bicyclo[3.3.1]nonane 
• 83097-66-9 rel-(2S,4R,6R,8S)-7-Methyl-2,4,6,8-tetrakis(4-methylphenyl)-3,7-diazabicyclo<3.3.1>nonan 
• 88365-70-2 rel-(2S,4R,6R,8S)-3,7-Dichlor-2,4,6,8-tetrakis(4-methylphenyl)-3,7-diazabicyclo<3.3.1>nonan 
• 88365-71-3 (1R,2R,4S,5S,6S,8R)-3-Chloro-2,4,6,8-tetra-p-tolyl-3,7-diaza-bicyclo[3.3.1]nonane; hydrochloride 

Relevant articles and documents

Stereochemistry of Tetraaryl-3,7-diazabicyclononanes and Tetraaryl-1,3-diazaadamantanes

By means of paraformaldehyde, the 2,4,6,8-tetraaryl-3,7-diazabicyclononanones 7 = 19 of known constitution have been converted to the 1,3-diazaadamantanes 9 = 17 and 10 = 18, respectively, either directly or after previous Wolff-Kishner reduction.The IR and NMR spectra prove the rel-(2S, 4R, 6R, 8S)-configuration of the diazabicyclononanes 19 and 20 and the rel-(4R, 8S, 9R, 10S)-configuration of the corresponding 1,3-diazaadamantanes 17 and 18.These served as models in an 1H NMR spetroscopic investigation of the diazabicyclononanes 19 and 20, which exist in the chair-chair conformation, one chair having a pair of axial the other a pair of equatorial aryl groups.The reaction of the cis-2,6-diphenylpiperidone 6a with benzaldehyde or 4-methylbenzaldehyde and the reaction of 6b with benzaldehyde inevitably yielded mixtures of type 19, R4 = Ar14-nAr2n(n = 0-4), since in part the aldehydes are incorporated into the piperidones 6.The (equatorial) aryl groups of the piperidones 6 prefer the axial positions in the diazabicyclononanes 19.The diastereoselective formation of the diazabicyclononanes 21 and 22 is compared to that of 8-oxosparteine (27) and traced back to the greater stability of the all-trans-substituted piperidone intermediate trans-28.