129696-60-2

Upstream product

• 162872-57-3 (S)-(-)-(1-phenylethylamino)acetaldehyde dimethyl acetal 
• 116949-14-5 (S)-N-(1-phenylethyl)ethane-1,2-diamine 
• 2627-86-3 (S)-1-phenyl-ethylamine 
• 162824-56-8 1-[(1S)-1-phenylethyl]-4,5-dihydro-1H-imidazole 
• 288-32-4 1H-imidazole 
• 1517-69-7 (R)-1-phenylethanol 
• 50-00-0 formaldehyd 
• 131543-46-9 Glyoxal 
• 928331-18-4 1-(S)-α-methylbenzyl-2-mercaptoimidazole 

Downstream Products

• 1192225-30-1 C₂₁H₂₆N₂ 

Relevant academic research and scientific papers

A homochiral tripodal receptor with selectivity for sodium (R)-2-aminopropionate over sodium (S)-2-aminopropionate

This paper describes the synthesis and use of a homochiral tripodal imidazolium salt that can distinguish between sodium (R)-2-aminopropionate and sodium (S)-2-aminopropionate. The imidazolium salt complexes with the (R) enantiomer but not with the (S) enantiomer.

Mitsunobu alkylation of imidazole: A convenient route to chiral ionic liquids

The Mitsunobu protocol offers a convenient route from imidazole to N-alkyl-substituted imidazoles, precursors to imidazolium-based ionic liquids, and is particularly useful for preparing chiral ionic liquids.

New chiral imidazolinic derivatives

Novel C-2 substituted 4,5-dihydroimidazoles and imidazoles bearing an N-linked stereogenic group were rapidly prepared from a chiral primary amine. Quaternization of these derivatives resulted in a range of scalemic room temperature ionic liquids. The abi

Chiral azole derivatives. 2. Synthesis of enantiomerically pure 1-alkylimidazoles

4,5-Dicyanoimidazole has been reacted with racemic and enantiopure alcohols 7 (entries 1-7) under Mitsunobu conditions to give 1-alkyl-4,5-dicyanoimidazole derivatives 8, which in turn have been transformed by hydrolysis and decarboxylation into 1-alkylimidazoles 10 in good overall yield and high enantiomeric excess. In contrast, when applied to benzyl and benzhydryl alcohols (entries 8-15), this sequence afforded the final compounds in good overall yield, but as racemic mixtures. The 1-(1-phenylalkyl)imidazole derivative (S)-(+)-24 was, however, prepared in enantiopure form starting from the corresponding (S)-(-)-α-methylbenzylamine (21) using the Marckwald procedure, which entailed the alkylation of 21 with bromoacetaldehyde dimethyl acetal, followed by the construction of the imidazole ring through reaction with potassium thiocyanate and final Ra-Ni desulfuration. Following the same procedure, (S)-(+)-10c was also synthesized, proving the stereochemical outcome of the Mitsunobu reaction.