170124-00-2

Upstream product

• 4326-36-7 (S)-N-(tert-butoxycarbonyl)tyrosine methyl ester 
• 78-95-5 chloroacetone 
• 598-31-2 1-bromoacetone 

Downstream Products

• 170124-01-3 N-(tert-Butyloxycarbonyl)-O-<1-(dimethylamino)-3-oxo-1-buten-2-yl>-L-tyrosine methyl ester 
• 869884-89-9 N-(tert-Butyloxycarbonyl)-O-<1-(butylthio)-3-oxo-1-buten-2-yl>-L-tyrosine methyl ester 
• 170124-03-5 N-(tert-Butyloxycarbonyl)-O-<1-(butylthio)-3-<(trimethylsilyl)oxy>-1,3-butadien-2-yl>-L-tyrosine methyl ester 
• 1097634-04-2 C₁₃H₁₇NO₄*ClH 

Relevant academic research and scientific papers

Radiolytic one-electron reduction characteristics of tyrosine derivative caged by 2-oxopropyl group

We employed X-irradiation to activate a caged amino acid with a 2-oxoalkyl group. We designed and synthesized tyrosine derivative caged by a 2-oxoalkyl group (Tyr(Oxo)) to evaluate its radiolytic one-electron reduction characteristics in aqueous solution. Upon hypoxic X-irradiation, Tyr(Oxo) released a 2-oxopropyl group to form the corresponding uncaged tyrosine. In addition, radiolysis of dipeptides containing Tyr(Oxo) revealed that the efficiency of radiolytic removal of 2-oxopropyl group increased significantly by the presence of neighboring aromatic amino acids.

Synthesis of Functionalized Aryloxy 1,3-Butadienes and Their Transformation to Diaryl Ethers via Diels-Alder Cycloaddition Reactions

The Diels-Alder reaction involving cycloaddition of aryloxy-substituted 1,3-butadienes with appropriate acetylenic electrophiles, followed by aromatization of the newly formed cyclohexadiene ring, has been used for the synthesis of diaryl ethers.The functionalized aryloxy 1,3-butadienes employed in this study were prepared by either of two methods: (1) methylenation of aryl esters via the Tebbe or related reagents, and (2) from 1-(aryloxy)-2-propanone by a sequence of formylation or alkylthio methylenation, and subsequent enolsilylation.A tetrasubstituted butadiene containing two phenoxy groups at the 1 and 3 positions also was prepared by the latter method.The cycloaddition reactions of 2,3-dioxy-substituted dienes occurred in high yield, but, as expected, with no regioselectivity to furnish nearly equal mixtures of regioisomeric cycloadducts.In contrast, application of 1,2,3-trihetero-substituted dienes resulted in regiospecific cycloaddition reactions.Transformation of the cyclohexadiene cycloadducts to an aromatic ring was accomplished by dehydrogenation with DDQ or by elimination during the cycloaddition process of a molecule of an alkyl mercaptan.A chiral acetylenic ketone derived from D- or L-serine underwent condensation, without racemization, with aryloxy dienes to provide diaryl ethers related to the isodityrosine antibiotics.