133595-50-3

Basic information

• Product Name: dimethyl 2,6-dimethyl-4-[(E)-2-phenylvinyl]-1,4-dihydropyridine-3,5-dicarboxylate
• Synonyms: dimethyl 2,6-dimethyl-4-[(E)-2-phenylvinyl]-1,4-dihydropyridine-3,5-dicarboxylate
• CAS NO: 133595-50-3
• Molecular Weight: 327.38
• Mol File: 133595-50-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: dimethyl 2,6-dimethyl-4-[(E)-2-phenylvinyl]-1,4-dihydropyridine-3,5-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: dimethyl 2,6-dimethyl-4-[(E)-2-phenylvinyl]-1,4-dihydropyridine-3,5-dicarboxylate(133595-50-3)
• EPA Substance Registry System: dimethyl 2,6-dimethyl-4-[(E)-2-phenylvinyl]-1,4-dihydropyridine-3,5-dicarboxylate(133595-50-3)

Safety Data

• Hazardous Substances Data: 133595-50-3(Hazardous Substances Data)

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 14205-39-1 methyl (E)-3-aminocrotonate 
• 104-55-2 3-phenyl-propenal 
• 105-45-3 acetoacetic acid methyl ester 

Downstream Products

• 133595-51-4 2,6-Dimethyl-4-((E)-styryl)-pyridine-3,5-dicarboxylic acid dimethyl ester 

Relevant articles and documents

Reaction of N-vinylic phosphazenes with α,β-unsaturated aldehydes. Azatriene-mediated synthesis of dihydropyridines and pyridines derived from β-amino acids

Aza-Wittig reaction of N-vinylic phosphazenes (1,2 addition), derived from diphenylmethylphosphine or derived from trimethylphosphine with α,β-unsaturated aldehydes, leads to the formation of 3-azatrienes through a [2 + 2]-cycloaddition-cycloreversion sequence. The presence of an alkyl substituent in position 3 of N-vinylic phosphazenes increases the steric interactions, and [4 + 2] periselectivity (1,4 addition) is observed. Reaction of azatrienes with α,β-unsaturated aldehydes yields pyridines.

Synthesis of 3,4-dihydropyrimidin-2(1H)-ones and 1,4-dihydropyridines using ammonium carbonate in water

Various known and new 3,4-dihydropyrimidin-2(1H)-ones and 1,4-dihydropyridines are prepared efficiently via Biginelli and Hantzsch reactions using ammonium carbonate in water. Competition between Biginelli and Hantzsch reactions is observed with pyridine carbaldehydes. Using this methodology, Hantzsch esters are synthesized in higher yields and purities than with other procedures without the use of a catalyst or an organic solvent.

'In situ' generated 'HCl' - An efficient catalyst for solvent-free Hantzsch reaction at room temperature: Synthesis of new dihydropyridine glycoconjugates

HCl, generated in situ from 2,4,6-trichloro[1,3,5]triazine (TCT, cyanuric chloride), catalyzed a solvent free Hantzsch reaction at room temperature with enhanced reaction rates. The reaction conditions allow facile preparation of glycoconjugates of dihydr