34112-74-8

Upstream product

• 42123-33-1 3-hydroxy-2-nitrobenzaldehyde 
• 53055-04-2 (3-methoxy-2-nitrophenyl)methanol 
• 89942-77-8 methyl 3-hydroxy-2-nitrobenzoate 
• 5307-17-5 methyl 3-methoxy-2-nitrobenzoate 
• 5368-81-0 methyl 3-methoxybenzoate 
• 99-06-9 3-Carboxyphenol 
• 53055-05-3 3-methoxy 2-nitrobenzaldehyde 

Downstream Products

• 19073-11-1 2-(2-hydroxy-6-hydroxymethyl-anilino)-3,6-dioxo-5-phenoxy-cyclohexa-1,4-dienecarboxylic acid methyl ester 
• 18274-82-3 2-amino-3-hydroxymethyl-phenol 
• 1630732-32-9 C₃₄H₃₂N₂O₇S 
• 68847-79-0 2-(tert-Butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-phenylamine 

Relevant academic research and scientific papers

CLASS OF NEAR INFRARED MOLECULAR PROBES FOR BIOLOGICAL APPLICATIONS

Methods for preparing 2,5-Bis(benzoxazol-2′-yl)benzene-1,4-diol derivatives (Zinhbo derivatives) are provided. Zinhbo derivatives are used to detect zinc ions and have particular application in vivo and in vitro. Zinhbo derivatives upon excitation give a florescence response emission that can be used to determine the presence of zinc cation in solution. Zinhbo derivatives complexed with zinc cations upon excitation can produce a florescence response emission in the visible and near infrared range. Zinhbo derivatives complexed with zinc cations exhibit a large stoke shift between the excitation and emission wavelengths.

A versatile synthesis of bis[2-(2'-hydroxylphenyl)benzoxazole] derivatives as zinc sensors

A versatile synthetic route has been developed to prepare 2, 5-bis(benzoxazole-2-yl)benzene-1,4-diol derivatives 2. Although one of the derivatives (2b) has recently been shown to exhibit an excellent response to Zn2+ cations, the low yielding synthetic route will likely prevent its wide application. This report describes an improved synthetic procedure to obtain 2, thereby making this class of compounds available for biologically relevant studies. An effective synthesis has been developed for 2-aminophenol derivative 6, which bears a carboxylate group in the desired position. The strategy allows construction of bis(benzoxazole) compound 5, where the built-in ester group can be easily converted to either a hydroxymethyl or a bromomethyl group to introduce the zinc-chelating ligand. The Royal Society of Chemistry 2013.