182485-33-2

Upstream product

• 182699-55-4 (S,S,E)-N-(2-Oxocyclohexyl)tyrosine ethyl ester p-nitrophenylhydrazone 
• 182699-56-5 (S,R,E)-N-(2-Oxocyclohexyl)tyrosine ethyl ester p-nitrophenylhydrazone 
• 25769-31-7 (E)-1-(cyclohex-1-en-1-yl)-2-(4-nitrophenyl)diazene 
• 949-67-7 L-tyrosine ethyl ester 
• 4089-07-0 L-tyrosine ethyl ester monohydrochloride 
• 765-87-7 cyclohexane-1,2-dione 

Relevant academic research and scientific papers

Synthesis of optically active 1,2,3-substituted-1,4,5,6-tetrahydro-7H-indolones

Trisubstituted 1,4,5,6,-tetrahydro-7H-indolones are obtained in a one-pot synthesis from conjugated nitroolefins and α-ketoenamines derived from α-amino esters and cyclohexane-1,2-dione. In some cases bicyclo[3.2.1]octan-8-one and 1,2-oxazine N-oxide derivatives are isolated.

Reactivity of conjugated azoalkenes towards α-amino acid ethyl esters

The synthesis of Z- and E-arylhydrazones by 1,4-conjugate addition of glycine, L-alanine and L-tyrosine ethyl esters to phenylazostilbene 1,p-nitrophenylazostilbene 2 and p-nitrophenylazocyclohexene 3 is described. Optically active N-functionalized 2-aminocyclohexanones 22-26 are obtained by TiCl3-catalysed hydrolysis of the corresponding hydrazones. However, they have been shown to be unstable, as they undergo easy oxidation by air. X-Ray analysis of the phenylhydrazone 8a in the Z configuration is also reported.