123437-48-9

Upstream product

• 196959-81-6 2-amino-5-(4-fluorophenyl)-3-phenylmethylpyrazine 
• 625848-58-0 1,1-diethoxy-3-(4-hydroxyphenyl)-2-propan-2-one 
• 100-39-0 benzyl bromide 
• 123-08-0 4-hydroxy-benzaldehyde 
• 138585-08-7 (4-((tert-butyldimethylsilyl)oxy)phenyl)methanol 
• 138585-09-8 4-(tert-butyldimethylsilyloxy)benzyl chloride 
• 165330-28-9 3-(4-((tert-butyldimethylsilyl)oxy)phenyl)-1,1-diethoxypropan-2-one 
• 671240-61-2 5-N-(p-toluenesulfonyl)amide-6-benzyl-2-O-trifluoromethanesulfonyloxy-pyrazine 
• 853941-51-2 5-amino-6-benzyl-2-O-trifluoromethanesulfonyloxypyrazine 
• 1765-93-1 4-fluoroboronic acid 

Relevant academic research and scientific papers

Coelenterazine analog and preparing method and application thereof

The invention discloses a coelenterazine analog and a preparing method and application thereof. The coelenterazine analog has the general structure formula (I) shown in the description, wherein R1, R2 and R3 in the formula are different substituents. According to application of the compound as a bioluminescence substrate, the existence and quantity (including the enzyme level, the cell level and the animal level) of coelenterazine luciferase can be detected with bioluminescence, and the in vitro, cell and in vivo distribution imaging of luciferase can be detected; the compound can serve as a report signal to detect the pharmacologic action and the toxic effect of medicine on the enzyme level, the cell level and the animal level under the existence of luciferase.

Novel synthetic route of coelenterazines -2-:Synthesis of various dehydrocoelenterazine analogs

The novel synthetic route to introduce varioussubstituents into 5-position of coelenteramine is described. Difficulties, however, are observed in the attempted synthesis of some analogs having labile functional groups. This is due to the strong acid conc. H2SO4 after Suzuki-Miyaura coupling, so that the route was limited only to the synthesis for aminopyrazines having acid-stable functional groups. In this report, we describe alternative success in the deprotection of N-tosyl-animopyrazine triflate before the cross coupling; thus, we obtained the aminopyrazine triflate in high yield. This compound enables us to synthesize various coelenterazine analogs. This triflate was proven to be so important intermediate that the versatile synthesis for coelenterazine and dehydrocoelenterazine analogs was established through Suzuki-Miyaura or Sonogashira coupling.