314050-49-2

Upstream product

• 203922-97-8 (1S,2S)-2-amino-1,2-diphenyl-1-ethoxycarbonylaminoethane 
• 314050-46-9 (R)-2-(tert-butyldimethylsilyloxy)-1-phenylethylisothiocyanate 
• 56613-80-0 D-2-phenylglycinol 
• 120417-13-2 (1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-phenylethanamine 
• 18162-48-6 tert-butyldimethylsilyl chloride 

Downstream Products

• 314050-57-2 (3R,7S,8S)-6-ethoxycarbonyl-3,7,8-triphenyl-1,4,6-triazabicyclo[3.3.0]oct-4-ene 
• 314050-54-9 (4S,5S)-4,5-diphenyl-1-ethoxycarbonyl-2-[(R)-2-hydroxy-1-phenylethylimino]imidazolidine 
• 314050-52-7 (4S,5S)-2-[(R)-2-(tert-butyldimethylsilyloxy)-1-phenylethylimino]-4,5-diphenyl-1-ethoxycarbonylimidazolidine 

Relevant academic research and scientific papers

Modified guanidines as potential chiral superbases. 3. Preparation of 1,4,6-triazabicyclooctene systems and 1,4-disubstituted 2-iminoimidazolidines by the 2-chloro-1,3-dimethylimidazolinium chloride-induced cyclization of guanidines with a hydroxyethyl substituent

Simple preparation methods of modified guanidines have been explored as potential chiral superbases. Thus, 3,7,8-trisubstituted and 3,6,7,8-tetrasubstituted 1,4,6-triazabicyclooctene systems were prepared from (1S,2S)-1,2-diphenylethylenediamine through stepwise 2-chloro-1,3-dimethylimidazolinium chloride (DMC)-induced cyclizations of protected thioureas to the corresponding 2-iminoimidazolidines and then of 2-(2-hydroxyethylimino)imidazolidines to the bicyclic systems. Linear guanidines with a 2-hydroxyethyl functional group were prepared by the reaction of carbodiimides with 2-amino alcohols. Reaction of linear-type guanidines with DMC followed by base treatment afforded 1,4-disubstitued 2-iminoimidazolidines. Furthermore, another type of 1,4,6-triazabicyclooctene was also prepared through double DMC-induced cyclization of guanidines with two 2-hydroxyethyl substituents.