128702-34-1

Upstream product

• 74489-49-9 4-azidobenzyl bromide 
• 13807-89-1 2-(4-methoxybenzyloxy)ethanol 
• 136057-08-4 C₁₇H₁₉N₃O₃ 
• 128702-31-8 C₁₇H₁₉NO₅ 

Downstream Products

• 13807-89-1 2-(4-methoxybenzyloxy)ethanol 

Relevant academic research and scientific papers

APPLICATION OF 4-AZIDOBENZYL GROUP TO PROTECTION OF HYDROXYL FUNCTIONS

The 4-azidobenzyl ether can be readily formed and cleaved either by direct oxidation with 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) or by oxidation after conversion to the 4-aminobenzyl ether or the corresponding iminophosphorane derivative.In the latter two-step cleavage methods the azidobenzyl group is removed in preference to the 4-methoxybenzyl (MPM) group, whereas the MPM group can be selectively removed by the direct DDQ oxidation.

4-NITROBENZYL GROUP FOR PROTECTION OF HYDROXYL FUNCTIONS

Versatile use of 4-nitrobenzyl group for protection of hydroxyl functions is described.It can be removed selectively in the presence of other benzyl-type protecting groups such as benzyl and 4-methoxybenzyl via reduction into 4-aminobenzyl group followed by electrochemical oxidation.Very clean oxidative cleavage of 4-aminobenzyl group could also be effected with 2,3-dichloro-5,6-dicyanobenzoquinone after N-acetylation.