489459-39-4

Upstream product

• 4648-54-8 trimethylsilylazide 
• 119072-54-7 2,6-dimethylphenyl isonitrile 
• 89711-08-0 N-(t-butoxycarbonyl)glycinal 
• 1016975-79-3 {2-[1-(2,6-dimethyl-phenyl)-1H-tetrazol-5-yl]-2-trimethylsilanyloxy-ethyl}-carbamic acid tert-butyl ester 

Relevant academic research and scientific papers

Zinc iodide as an efficient catalyst in the TMS-azide modified Passerini reaction

Employing ZnI2 as catalyst significantly improves the yields of the TMS-azide modified Passerini reaction as a short and simple method for the synthesis of 1,5-disubstituted tetrazoles.

Rapid generation of cis-constrained norstatine analogs using a TMSN3-modified Passerini MCC/N-capping strategy

A novel application of the TMSN3-modified Passerini three-component reaction is disclosed for the rapid solution phase synthesis of cis constrained norstatine mimetic libraries. The reaction of an N-BOC-α-amino aldehyde, an isocyanide and trimethylsilylazide in dichloromethane, followed by deprotection and N-capping with TFP esters affords cis constrained norstatine mimetics. This efficient protocol, producing products with three diversity points, can be used to generate arrays of biologically relevant small molecules for protease targeted screening.