100450-53-1

Upstream product

• 941-55-9 4-toluenesulfonyl azide 
• 31469-16-6 1-ethoxy-1-((trimethylsilyl)oxy)-2-methylpropene 
• 64-17-5 ethanol 
• 104-15-4 toluene-4-sulfonic acid 
• 62-57-7 2-Aminoisobutyric acid 

Downstream Products

• 1008776-27-9 ethyl 2-methyl-2-[N-(3-methylbut-2-enyl)-4-methylphenylsulfonamido]-propionate 
• 511286-80-9 (2'S) 2-[(2'-benzylamino-3'-phenylpropyl)(tosyl)amino]-2-methylpropionic acid ethyl ester 
• 150391-25-6 ethyl 2-(((benzyloxy)carbonyl)amino)-2-methylpropanoate 

Relevant academic research and scientific papers

Conformationally constrained nonpeptide β-turn mimetics of enkephalin

The design, synthesis and in vitro biological analysis of a family of conformationally constrained nonpeptide mimetics incorporating a 4→1 β-turn prosthetic unit to examine the proposed biological significance of this conformer is described.

Unexpected alkoxyl migration in the reaction of silyl ketene acetals with p-toluenesulfonyl azide

The reaction of p-toluenesulfonyl azides with several silyl ketene acetals has been investigated. 1-Trimethylsilyloxy-ethylene reacted with TsN3 to give a good yield of N-p-toluenesulfonyl substituted glycinates exclusively. However, during the reaction of 1-trimethylsilyloxy-propene with TsN3, an unexpected alkoxyl migration occurred to give N-acylsulfonyl amides; other products, N-p-toluenesulfonyl substituted aziridines were also obtained. In the case of dialkyl substituted silyl ketene acetals, three products were formed, i.e. aziridines, α-amino esters, and N-acylsulfonyl amides. The mechanism for the alkoxyl migration was discussed.