148700-91-8Relevant academic research and scientific papers
A concise enantioselective synthesis of L-(-)-733,061 and (2S,3S)-methyl 3-aminopiperidine-2-carboxylate using catalytic enantioselective aza-Henry reaction as key step
Kumaraswamy, Gullapalli,Pitchaiah, Arigala
, p. 2536 - 2541 (2011/04/25)
An efficient enantioselective synthesis of L-(-)-733,061 and (2S,3S)-methyl 3-aminopiperidine-2-carboxylate is accomplished by means of catalytic enantioselective aza-Henry reaction. A key feature of this protocol is organocatalysis as genesis of chiralit
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
Liu, Liang-Xian,Ruan, Yuan-Ping,Guo, Zheng-Qing,Huang, Pei-Qiang
, p. 6001 - 6009 (2007/10/03)
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.
Nucleophilic addition to 3-substituted pyridinium salts: Expedient syntheses of (-)-L-733,061 and (-)-CP-99,994
Lemire, Alexandre,Grenon, Michel,Pourashraf, Mehrnaz,Charette, Andre B.
, p. 3517 - 3520 (2007/10/03)
(Chemical Equation Presented) The addition of nucleophiles to 3-substituted pyridinium salts prepared from N-methylbenzamide and various pyridines has been investigated. Good to excellent regioselectivities favoring the 2,3-disubstituted 1,2-dihydropyridines were observed. The resulting 1,2-dihydropyridines led to the corresponding 2,3-disubstituted pyridines upon treatment with Mn(OAc)3/NaIO4. This methodology was also successfully applied to the enantioselective syntheses of (-)-L-733,061 and (-)-CP-99,994, two members of a new class of highly potent, nonpeptide, Substance P antagonists.
